#2465 - Q&A: “Can I earn money on Twitch without streaming all day?”
October 1, 2023
In this episode, we tackle a question about monetizing a love for gaming and Twitch streaming without making it a full-time gig. Can you...
#2464 - Q&A: “What’s the best way to monetize a small news site?”
September 30, 2023
An independent journalist in New Mexico seeks to revitalize the local news, starting with his own independent website—but needs help...
#2463 - Failure Friday: Halloween Festival Gets Rained Out
September 29, 2023
In this week’s Failure Friday segment, we hear from a grade-school teacher who moonlights as the host of a fall festival. The big...
#2462 - TBT: Parking Lot Striper Lines Up Repeat Business
September 28, 2023
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a parking lot striper who’s built a seasonal, recurring...
#2461 - Q&A: “I’m a Parisian architect building 3D models…”
September 27, 2023
With over a decade of experience, this European architect is planning to venture into the realm of 3D visualization. How can he stack...
#2460 - Q&A: “A course to help parents learn sign language…”
September 26, 2023
A listener wants to teach American Sign Language (ASL) to parents of newborns. How could she create the best possible online course?...
#2459 - First $1,000: Camping YouTuber Earns Affiliate Income
September 25, 2023
In this week’s First $1,000 segment, we hear from a frequent camper who begins making YouTube videos to show off gear and tips. This...
#2458 - Q&A: “Is it better to sell low or high-priced courses?”
September 24, 2023
It’s not a trick question: sometimes a low-priced course is much better than a high-priced one.Side Hustle School features a new episode...
#2457 - Q&A: “Using DNA results to create family history books…”
September 23, 2023
We all know that DNA testing is a big business. This caller wants to use customer-submitted results to create custom family history...
#2456 - Failure Friday: “We didn’t realize every order was free…”
September 22, 2023
In this week’s Failure Friday segment, we hear from a restaurant owner who activates a DoorDash account to bring in more business....
#2455 - TBT: Print-on-Demand Seller Earns $30,000 in Passive Income
September 21, 2023
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a print-on-demand seller who uses JungleScout and other...
#2454 - Q&A: “Are book tours profitable for authors?”
September 20, 2023
A Nashville novelist is coming to my book tour event—and she wants to know if these tours make any money! Let’s spill the beans.Side...
#2453 - Q&A: “Will people buy my antique map reproductions?”
September 19, 2023
After finding a “treasure trove of antique maps” left to her by a traveling grandfather, this geographer is thinking of selling the...
#2452 - First $1,000: Mocktail Tours Support Sober-Curious Visitors
September 18, 2023
In this week’s First $1,000 segment, we hear from a Washington, DC tour guide who specializes in mocktail-making and sober-curious...
#2451 - Q&A: “Can I start a GoFundMe for my business??”
September 17, 2023
GoFundMe is used for personal fundraisers of all kinds—but could you use it to raise money for your business idea??Side Hustle School...
#2450 - Q&A: “Can I sell a ‘vintage vinyl’ subscription?”
September 16, 2023
A caller dreams of sending melodies from the past into homes with a monthly subscription box. Side Hustle School features a new episode...
#2449 - Failure Friday: Chicago Coffee Roaster Grinds to Halt
September 15, 2023
In this week’s Failure Friday segment, we hear from a Chicago coffee roaster who has to cash in his caffeinated side hustle. Was this a...
#2448 - TBT: Turning LinkedIn Connections into Fashion Collections
September 14, 2023
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a freelance clothing designer who hunts down new clients...
#2447 - Q&A: “Selling NFL subscriptions at 50% off…”
September 13, 2023
You won’t believe the loophole this caller has found—but is it legal or ethical?Side Hustle School features a new episode EVERY DAY,...
#2446 - Q&A: “Why will readers care about my food blog?”
September 12, 2023
If a food blog falls in the forest, does anyone read it? Let’s see if we can help this ambitious baker best position herself for...
#2445 - First $1,000: New Podcaster Sets Up Joint Venture Deals
September 11, 2023
In this week’s First $1,000 segment, we hear from a new podcaster with a business model of setting up joint venture (JV) deals. How does...
#2444 - Q&A: “Can I get paid $250k as an AI prompt engineer??”
September 10, 2023
You might have heard about the rise of AI “prompt engineers,” where people are earning high salaries to help Chat-GPT and other tools...
#2443 - Q&A: “Should I upload my podcast to YouTube?”
September 9, 2023
A history-loving listener is starting a podcast. Should he also upload it to YouTube to find a wider audience?Side Hustle School...
#2442 - Failure Friday: Graveyard Yoga Fails to Entice Living or Dead
September 8, 2023
Why not blend a love of the macabre with a passion for yoga? Answer: because it’s too spooky to be salesworthy. In this week’s Failure...
#2441 - TBT: Part-Time Wordpress Setup Earns Full-Time Income
September 7, 2023
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a business coach in Minneapolis who helps female...
#2440 - Q&A: “The viability of a 3D printing business…”
September 6, 2023
An engineer hopes to profit from 3D printing. What’s his target market and unique selling proposition? Side Hustle School features a new...
#2439 - Q&A: “My goal is to translate medical documents…”
September 5, 2023
A caller from Spain works for an agency as a professional translator. How can she break out and get translation gigs on her own?Side...
#2438 - First $1,000: Fashion Affiliate Earns $10,000/Month
September 4, 2023
In this week’s First $1,000 segment, we hear from a fashion lover who uses affiliate campaigns to earn commissions. This new business is...
#2437 - Q&A: “Going from corporate design to side hustle design…”
September 3, 2023
In this episode, we hear from a graphic designer and marketing pro with a knack for creating branded merchandise from his corporate...
#2436 - Q&A: “Do you think social ads are worth it?"
September 2, 2023
Instagram keeps telling this creator to “boost” her posts by paying for advertising. Is this the path to viral fame or a waste of money?...
#2435 - Failure Friday: The Destination Yoga Retreat That Wasn’t
September 1, 2023
In this week’s Failure Friday segment, we hear from a yoga teacher who dreamed of leading a retreat in Central America. Just one...
#2434 - TBT: SAAS Sales Audits Earn $5,000/Month Part-Time
August 31, 2023
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from an Australian who turned to LinkedIn and started...
#2433 - Q&A: “Negotiating a raise using Side Hustle School principles…”
August 30, 2023
If you’re side hustling while working your day job, can you still ask for a raise? (Answer: yes!) This episode features four tips to get...
#2432 - Q&A: “Planning to open a Virtual Reality arcade…”
August 29, 2023
Today's caller hopes to combine his passion with the latest technology in Virtual Reality headsets. Are we ready for a “back to the...
#2431 - First $1,000: Virtual Assistant Specializes in Email
August 28, 2023
In this week’s First $1,000 segment, we hear from a virtual assistant who does one thing only: manage the inboxes of busy startup...
#2430 - Q&A: “I want to be a personal fitness influencer!”
August 27, 2023
The world of “fitness influencers” is crowded and noisy, but there’s still a path to success for some. Can we help our listener make a...
#2429 - Q&A: “Ready to go from small money to scaling a business…”
August 26, 2023
We're shifting gears with our next caller. Instead of making a small amount of extra cash, he wants to “go big” and earn real money....
#2428 - Failure Friday: Don’t Forget to Renew Your Domain Names!
August 25, 2023
In this week’s Failure Friday segment, we hear from a personal finance blogger who failed to renew his domain name. It was then stolen...
BONUS: Gonzo Capitalism Is Now Out!
August 24, 2023
After two years, my brand-new-book Gonzo Capitalism is now out in the world. You can find it at any bookstore or online retailer. Also!...
#2427 - TBT: Delaware Cinnamon Rolls Keep Rolling Out
August 24, 2023
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a Delaware baker who sells cinnamon rolls and more. Each...
#2426 - Q&A: “How to offer UX/UI design consulting…”
August 23, 2023
A British side hustler hopes to harness her new skills in UX/UI to venture into consulting.Side Hustle School features a new episode...
#2425 - Q&A: “Can I resell only Apple products?”
August 22, 2023
Have you ever wondered if narrowing your focus in the buy-and-sell game could actually be a key to success? In today’s episode, we’ll...
#2424 - First $1,000: The Med School “Decision Doctor”
August 21, 2023
In this week’s First $1,000 segment, we hear from a medical resident working in Chicago who has a side hustle as the med school...
#2423 - Q&A: “Do authors get paid for Kindle Unlimited books?”
August 20, 2023
Authors who publish books in the Kindle Unlimited (KU) program earn royalties based on the number of page views you receive—but parts of...
#2422 - Q&A: “How to help businesses transition to cloud services?”
August 19, 2023
A caller in India has his sights set on the rapidly expanding field of cloud computing. What’s the best way to market a service targeted...
#2421 - Failure Friday: Bank Cancels TikTok Star’s Revenue Stream
August 18, 2023
In this week’s Failure Friday segment, we hear from an aspiring travel blogger and TikTok streamer. After an initial run at making a...
#2420 - TBT: Life Coaching Didn’t Work; This Was Better
August 17, 2023
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a coach who transformed from general life coaching (not...
#2419 - Q&A: “How to set up a paid mastermind group?”
August 16, 2023
A “mastermind” of peers in your industry can be a free, informal group—or it can be a profit center for the right person. How would you...
#2418 - Q&A: “Do you know of a Business Bootcamp?”
August 15, 2023
An engineer in Alberta wants to jumpstart his side hustle with a short “business bootcamp.” Does such a thing exist—and if not, might...
#2417 - First $1,000: British Gaming Computer Navigates Brexit
August 14, 2023
In this week’s First $1,000 segment, we hear from a British university student who builds custom computers, selling them to gamers...
#2416 - Q&A: “Get paid to take photos with Snappr…”
August 13, 2023
An amateur photographer signs up for Snappr, the service that describes itself as “Uber for photographers.” If you want to get paid to...
#2415 - Q&A: “I HATE making sales calls…”
August 12, 2023
A software consultant is getting off to a good start with his side business, but he has one problem: he *strongly* dislikes making sales...
#2414 - Failure Friday: Couples’ Intimacy Coach Fails to Spark Passion
August 11, 2023
In this week’s Failure Friday segment, we hear from an “up close and personal” intimacy coach for couples. Alas, her quest to become the...
#2413 - TBT: Book Launch Manager Gets Paid to Pitch Authors
August 10, 2023
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a book launch manager who gets paid to pitch authors....
#2412 - Q&A: “I’m making $10k/month … but I feel overwhelmed.”
August 9, 2023
This ecommerce business is taking off, but the owner isn’t sure what to do next. How do you handle an unexpected success?Side Hustle...
#2411 - Q&A: “I’m ready to buy and sell sneakers!”
August 8, 2023
An MBA student wants to get in on sneaker reselling. Does he have what it takes to put his best foot forward?Side Hustle School features...
#2410 - First $1,000: Electric Vehicle “Sherpa” Offers Fast Delivery
August 7, 2023
In this week’s First $1,000 segment, we hear from a guy operating an all-new side hustle: he helps electric vehicle buyers get their...
#2409 - Q&A: “Should I sell on eBay, Etsy, or Shopify?”
August 6, 2023
Selling on multiple platforms can increase revenue, but also generates more headaches. For a busy side hustler who can only be in one...
#2408 - Q&A: “An at-home escape room kit…”
August 5, 2023
Live from Ireland, this chemical engineer has a passion for puzzles and mind games—and she wants to sell an at-home escape room kit! How...
#2407 - Failure Friday: “Once I knew I had ADHD, everything made more sense…”
August 4, 2023
In this week’s Failure Friday segment, we hear from a self-employed programmer who struggled with motivation and procrastination. After...
#2406 - TBT: Georgia Fruit Stand Seller Sees Juicy Returns
August 3, 2023
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a fruit stand seller in Georgia. After three years of...
#2405 - Q&A: “Career coaching, live from Tokyo…”
August 2, 2023
A listener in Japan wants to leverage 15 years of cross-cultural experience into an online venture. Side Hustle School features a new...
#2404 - Q&A: “Help, I only have $100 to spend!”
August 1, 2023
A single mom from Detroit is ready to start side hustling, but only has $100 to spare. Is there anything she can do? (Short version:...
#2403 - First $1,000: Freelance Animator Makes Snappy Commercial Videos
July 31, 2023
In this week’s First $1,000 segment, we hear from a financial analyst with a secret side hustle making snappy short videos.Side Hustle...
#2402 - Q&A: “How does a gadget reviewer expand his platform?”
July 30, 2023
A tech enthusiast hopes to go from unboxing on YouTube to reaching more people on different platforms.Side Hustle School features a new...
#2401 - Q&A: “Am I too late to the side hustle party?”
July 29, 2023
Do you ever feel like you’re too late to something? That’s what this longtime school teacher is feeling. Good news: she’s *not* too...
#2400 - Failure Friday: The Dial-a-Poem Hotline
July 28, 2023
In this week’s Failure Friday segment, we hear from a longtime poetry lover who offers a service called Dial-a-Poem: basically a...
#2399 - TBT: Hand Lettered Wedding Invites Are Here to Stay
July 27, 2023
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a retail associate who uses her calligraphy skill to...
#2398 - Q&A: “Starting out in real estate in San Francisco…”
July 26, 2023
If you want to flip houses, is San Francisco really the best market?Side Hustle School features a new episode EVERY DAY, featuring...
#2397 - Q&A: “I’m ready to make an app! Uh, what should it be?”
July 25, 2023
Calling in from Seattle, Amy is a software developer who's been mulling over the idea of creating her own mobile app—but what kind of...
#2396 - First $1,000: Selling Vintage Clothes on Poshmark
July 24, 2023
In this week’s First $1,000 segment, we hear from a seller of vintage and modern clothes who uses the online marketplace Poshmark to...
#2395 - Q&A: “SEO consulting for small businesses…”
July 23, 2023
A digital marketing professional wants to start side hustling. How can he position himself to serve local businesses with SEO? Side...
#2394 - Q&A: “Should I become a financial advisor for healthcare workers?”
July 22, 2023
Today’s caller works as a data analyst in the health sector, but she's also got a keen interest in investing. Might there be a way to...
#2393 - Failure Friday: Ghost Tours Fail to Scare Enough Clients
July 21, 2023
In this week’s Failure Friday segment, we hear a spooky story: an attempt at offering a ghost tour of Denver fails to scare enough...
#2392 - TBT: Game Consoles, VCRs, and Typewriters for Sale
July 20, 2023
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a reseller who specializes in retro electronics...
#2391 - Q&A: “How to sell a ‘Democracy in Action’ program?”
July 19, 2023
A listener looking to inspire others to become more active in their local government wants to start a subscription service of some...
#2390 - Q&A: “Can I tell someone else’s story on my podcast?”
July 18, 2023
If you make a storytelling podcast, can you tell someone else’s story without their permission?Side Hustle School features a new episode...
#2389 - First $1,000: Indian Tutor Helps U.S. High School Students Learn Math
July 17, 2023
In this week’s First $1,000 segment, we hear from an Indian listener. He’s built a bustling business as an online math tutor for high...
#2388 - Q&A: “What should I sell on Fiverr?”
July 16, 2023
A digital nomad with a range of skills wants to offer services on Fiverr. How should he specialize to be most efficient and...
#2387 - Q&A: “It’s hard to compete with bigger firms!”
July 15, 2023
A talented designer is facing competition with larger design firms in her area. How can she stand out and make her mark?Side Hustle...
#2386 - Failure Friday: Homemade Hummus Subscription Fails to Smash
July 14, 2023
In this week’s Failure Friday segment, we hear from a listener with a tangy idea. Drawing on her Lebanese ancestry, she tries to create...
#2385 - TBT: Project Manager Side Hustles as Home Inspector
July 13, 2023
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a project manager in the construction industry who has a...
#2384 - Q&A: “How to use the Pomodoro method in my side hustle?”
July 12, 2023
The Pomodoro method is a classic productivity tool. How can this listener—or anyone—use it when building their side hustle?Side Hustle...
#2383 - Q&A: “Need help attracting first clients…”
July 11, 2023
A sales coach for Etsy and Shopify sellers is looking to expand her initial client base of friends and family members. Side Hustle...
#2382 - First $1,000: Airbnb Marketer Increases Rental Rates 30%
July 10, 2023
In this week’s First $1,000 segment, we hear from a guy who helps Airbnb property owners and managers grow their listings and revenue....
#2381 - Q&A: “Should I build a website for my freelance coding hustle?”
July 9, 2023
Does this freelance programmer need a website? If so, what’s the simplest and most effective way to make it? Side Hustle School features...
#2380 - Q&A: “How do I pinpoint the right side hustle idea?”
July 8, 2023
A recent college graduate needs help choosing a side hustle that aligns with her professional skills and personal passions.Side Hustle...
#2379 - Failure Friday: “SnoozeCubes” Hustle Experiences Sleepy Sales
July 7, 2023
In this week’s Failure Friday segment, we hear from the founder of SnoozeCubes, sleeping pods for offices. If you haven’t heard of this...
#2378 - TBT: Copyeditor Proofreads Tech Reports & Marriage Proposals
July 6, 2023
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a tech employee who moonlights as a freelance copyeditor...
#2377 - Q&A: “Can I create a fictional character for Cameo shoutouts?”
July 5, 2023
Last month we talked about buying Cameo shoutouts to promote a business. This caller has a different idea: can they create a *fictional*...
#2376 - Q&A: “OpenTable isn't good, how can we do better?”
July 4, 2023
Today’s caller wants to make an alternative to restaurant reservations. He’s got ten years of experience in the industry, but will that...
#2375 - First $1,000: “Logo Lady” of Upwork Builds Design Speciality
July 3, 2023
In this week’s First $1,000 segment, we hear from an HR specialist who’s also known as the “Logo Lady” of Upwork. She does only logos,...
#2374 - Q&A: “Can you grow a side hustle using Reddit?”
July 2, 2023
Reddit is known as “the front page of the internet.” Can it also be a viable way to grow your business or side hustle?Side Hustle School...
#2373 - Q&A: “Should I feel bad about side hustling at work?”
July 1, 2023
This caller is running her side hustle on company time. How do we feel about that?Side Hustle School features a new episode EVERY DAY,...
#2372 - Failure Friday: “Hangover Helper” Business Sobers Up
June 30, 2023
In this week’s Failure Friday segment, we hear from a San Francisco man with a dream to serve party goers who had partied a little too...
#2371 - TBT: Coder By Day, Cockatiel Companion By Night
June 29, 2023
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a remote programmer who pet-sits in different states for...
#2370 - Q&A: “What are some mediums besides blogs, podcasts, and YouTube?”
June 28, 2023
You’ve heard about blogging, podcasting, and making videos for YouTube—but if none of those options sound appealing, are there others?...
#2369 - Q&A: “Separating business and personal expenses…”
June 27, 2023
This personal trainer is struggling with separating his personal and business finances. Can we give him a boost so he can get back to...
#2368 - First $1,000: Smartphone Photography Instructor Snaps Up Profit
June 26, 2023
In this week’s First $1,000 segment, we hear from an Austinite who operated a side hustle teaching people to take better photos with...
#2367 - Q&A: “Designing tiny homes for vacation rentals…”
June 25, 2023
In today’s episode, a caller from Israel wants to create sustainable tiny homes for vacation rentals. How can we help them along?Side...
#2366 - Q&A: “Why don’t you self-publish your books?”
June 24, 2023
These days, self-publishing is easy and affordable. In this episode, an aspiring author wonders about MY books: why do I still work with...
#2365 - Failure Friday: On-Demand Haiku Poet Shows Restraint
June 23, 2023
In this week’s Failure Friday segment, we hear from an aspiring poet who wants to get paid for on-demand haiku at public events....
#2364 - TBT: “CityScapes Art” Earns Passive Income Every Day
June 22, 2023
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a Shopify seller who earns passive income every day from...
#2363 - Q&A: “Should I hire celebrities on Cameo to shoutout my cookie hustle?”
June 21, 2023
The owner of this home-based cookie business is thinking of paying for celebrity shoutouts from Cameo. Is it worth it?Side Hustle School...
#2362 - Q&A: “Pickleball tournament for fun and profit…”
June 20, 2023
Let’s play pickleball—and maybe even get paid for it! A listener from Santa Monica hopes to monetize his passion for the fastest-growing...
#2361 - First $1,000: London Plant Stylist Blossoms, Blooms
June 19, 2023
In this week’s First $1,000 segment, we hear from an indoor plant stylist offering at-home consultations in London. Get ready to get...
#2360 - Q&A: “Daily Painting for a Year…”
June 18, 2023
A watercolor artist from New Mexico hopes to monetize her project of painting every day for a year.Side Hustle School features a new...
#2359 - Q&A: “Using LinkedIn to grow a voiceover biz…”
June 17, 2023
A listener seeks advice on how to optimize her LinkedIn profile to showcase her voiceover work to prospective clients.Side Hustle School...
#2358 - Failure Friday: Professional Line-Stander Sits Down
June 16, 2023
In this week’s Failure Friday segment, we hear from a man with an idea to become a professional line-stander, waiting in line for...
#2357 - TBT: Thyme Flies for These Scentsational Essential Oils
June 15, 2023
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the owner of Ebony’s Essential Oils. She’s built her...
#2356 - Q&A: “How should I handle freelance contracts?”
June 14, 2023
A freelance writer is using Chat-GPT to help draft his articles. So far, so good—but he needs help with figuring out client...
#2355 - Q&A: “I'm a seamstress with an interest in historical fashion…”
June 13, 2023
A Chicago seamstress with a passion for historical fashion wants to create and rent out period costumes. How can we help her go back in...
#2354 - First $1,000: Personal Paparazzo Welcomes Los Angeles Visitors
June 12, 2023
In this week’s First $1,000 segment, we hear from a “personal paparazzo” who does photo shoots for locals and visitors to the greater...
#2353 - Q&A: “Social ads for event planning…”
June 11, 2023
A Boston side hustler is considering using social media ads as her marketing strategy. But like many first-time advertisers, she's...
#2352 - Q&A: “Promoting affiliate brands on my travel blog…”
June 10, 2023
A travel enthusiast who’s been documenting her adventures on a blog is ready to monetize her platform. How can she do so authentically?...
#2351 - Failure Friday: Fortune Cookie Writer Fails to Foresee Profit
June 9, 2023
In this week’s Failure Friday segment, we hear about a potential business of writing fortunes for fortune cookies. Sadly, this isn’t the...
#2350 - TBT: Biotech Recruiter Earns Commission for Job Placements
June 8, 2023
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from an Indian-born woman who moves to the U.S. and starts a...
#2349 - Q&A: “How does a dog trainer start selling dog toys?”
June 7, 2023
Being a dog trainer is so 2020. The real money is in dog toys! Let’s see if we can help this listener go from “woof” to “wow.” Side...
#2348 - Q&A: “I feel overwhelmed by Shopify…”
June 6, 2023
A listener in Ottawa has recently opened a Shopify store, and finds the popular platform to be overwhelming. Can we simplify the...
#2347 - First $1,000: Florida Woman Becomes Pet Party Planner
June 5, 2023
In this week’s First $1,000 segment, we hear from the go-to pet party planner of St. Petersburg, Florida. She plans doggie bashes and...
#2346 - Q&A: “I have so many exciting ideas!”
June 4, 2023
Today we've got Sam on the line from Massachusetts. He’s wrestling with a conundrum many of our listeners may find familiar: several...
#2345 - Q&A: “Navigating regulations for selling herbal remedies…”
June 3, 2023
A Utah botanist wants to sell teas and tinctures, but also wants to make sure she follows local regulations. Let’s put our green thumbs...
#2344 - Failure Friday: “Fake Wedding Guest” Biz Fizzles Out
June 2, 2023
In this week’s Failure Friday segment, we hear from a side hustler who tries selling a service as a fake wedding guest who helps to fill...
#2343 - TBT: Vancouver Bike Tours Takes Scenic Route
June 1, 2023
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the owner of a cycling tour business that serves...
#2342 - Q&A: “How can I host a yoga and wellness retreat?”
May 31, 2023
Today’s caller is a yoga instructor with a vision to organize wellness retreats in serene locations. Let’s stretch our minds and see if...
#2341 - Q&A: “There’s no money in personal training…”
May 30, 2023
Most personal trainers that I’ve talked to agree on one thing: there’s not much money in just the personal training. This is true even...
#2340 - First $1,000: Baltimore Photographer Starts Drone Instruction
May 29, 2023
In this week’s First $1,000 segment, we hear from a Baltimore photographer who finds inspiration high in the sky. His new business...
#2339 - Q&A: “How to offer content strategy services…?”
May 28, 2023
As a successful freelance copywriter, today’s caller is looking to transition into content strategy. How can he rebrand himself and find...
#2338 - Q&A: “Selling tote bags, but need to raise prices…”
May 27, 2023
Does the world need more tote bags? Apparently the answer is… maybe! Let’s hear from a listener selling eco-friendly tote bags at local...
#2337 - Failure Friday: Rent-a-Friend Fails to Launch in Tulsa
May 26, 2023
In this week’s Failure Friday segment, we hear from a small-town side hustler who tries to follow a popular business model from Japan....
#2336 - TBT: Social Media Manager Earns $4,000/Month Part-Time
May 25, 2023
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a social media manager who focuses on female fitness...
#2335 - Q&A: “I sell pet bandanas. How can I reach pet influencers on Instagram?”
May 24, 2023
She sells handmade pet bandanas, and wants to take her business to the next level—but she’s struggling with pet influencers not getting...
#2334 - Q&A: “Going from weddings to corporate photography…”
May 23, 2023
A semi-professional photographer has been specializing in wedding photography, and is now looking to expand his services into corporate...
#2333 - First $1,000: Home Improvement Employee Moonlights as Renovation Aide
May 22, 2023
In this week’s First $1,000 segment, we hear from someone who works at a home improvement store by day—and moonlights by advising...
#2332 - Q&A: “I’m adding a subscription box for soaps…”
May 21, 2023
A listener who sells handmade soap is considering adding a subscription box service, where customers receive a curated selection of...
#2331 - Q&A: “Cost-effective marketing strategies?”
May 20, 2023
Today's caller is on a mission to find cost-effective marketing strategies for their side hustle. How do you get the word out without...
#2330 - Failure Friday: Chicken Rental Service Fails to Egg-cite
May 19, 2023
In this week’s Failure Friday segment, we hear from a Boise entrepreneur with the goal of bringing chickens to city dwellers. Alas, in...
#2329 - TBT: Handywoman Offers DIY Home Repair Workshops
May 18, 2023
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a Washington handywoman who operates a series of DIY...
#2328 - Q&A: “Voiceover artist offers voiceover coaching…”
May 17, 2023
A voiceover question from a voiceover artist on potential voiceover coaching for voiceover clients. Did you get that? Hint: it’s about...
#2327 - Q&A: “Reaching the right audience with digital prints…”
May 16, 2023
In today's episode, we have a question from a listener working on a side hustle creating and selling digital art prints online. How can...
#2326 - First $1,000: Baltimore Photographer Starts Drone Instruction
May 15, 2023
In this week’s First $1,000 segment, we hear from a Baltimore photographer who finds inspiration high in the sky. His new business...
#2325 - Q&A: “I'm looking to leverage my existing skills…”
May 14, 2023
In today’s episode, a talented graphic designer and marketer searches for a fulfilling side hustle that capitalizes on her existing...
#2324 - Q&A: “I want to offer home staging services…”
May 13, 2023
A listener in Vancouver wants to start a home staging side hustle. How can she build a portfolio of clients and develop the right...
#2323 - Failure Friday: “Looking back on my picnic misadventures…”
May 12, 2023
In this week’s Failure Friday segment, we hear from a Miami caterer who had a cute idea to sell customized picnic lunches....
#2322 - TBT: Mobile Pet Grooming Thrives in Oakland
May 11, 2023
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a startup employee offering a mobile pet grooming side...
#2321 - Q&A: “I’m a language tutor… and I need more students!”
May 10, 2023
A language tutor in Boston wants to focus more on her sessions and less on bringing in new students. How can she become fully...
#2320 - Q&A: “Handmade pottery sales have plateaued…”
May 9, 2023
A listener in Minnesota has been running a side hustle selling handmade pottery on Etsy for about a year. He had a good start with sales...
#2319 - First $1,000: “I wanted to explore AI-generated art…”
May 8, 2023
In this week’s First $1,000 segment, we hear from a real estate professional who makes and sells design elements that come from...
#2318 - Q&A: “How can I make eco-friendly surfboard wax??”
May 7, 2023
We've got a gnarly question today from Brad in San Diego: how can this software developer and surfer start a side business selling...
#2317 - Q&A: “Building a network as an introvert…”
May 6, 2023
Building a strong network is vital for side hustle success, but today’s caller is an introvert. Should he just “get over it,” or are...
#2316 - Failure Friday: “Puzzlemaster of Cleveland” Fails to Break Even
May 5, 2023
In this week’s Failure Friday segment, we hear from a city engineer who tries to bring “game night” to companies. Alas—it doesn’t turn...
#2315 - TBT: Tiny Home Consultant Designs Bespoke Blueprints
May 4, 2023
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a location independent editor who has a sideline as a...
#2314 - Q&A: “I’m a personal chef in New York City…”
May 3, 2023
An NYC personal chef wants to offer personalized cooking classes focused on healthy, plant-based meals. How can she attract the right...
#2313 - Q&A: “Structuring a freelance writing program…”
May 2, 2023
In this lively episode, we'll hear from a seasoned freelance writer with a background in journalism. He wants to make a coaching...
#2312 - First $1,000: “BritBox” Sends British-Themed Goods Worldwide
May 1, 2023
In this week’s First $1,000 segment, we hear from the founder of BritBox, a service that sends British-themed goods to lonely expats...
#2311 - Q&A: “Struggling to balance day job, family, and online boutique…”
April 30, 2023
If you're feeling overwhelmed by multiple commitments, this episode will give you three practical tips to help you streamline your side...
#2310 - Q&A: “How can I start a personal shopping business?”
April 29, 2023
A caller is interested in starting a personal shopping business. What’s the best way to approach this idea?Side Hustle School features a...
#2309 - Failure Friday: “Ultimate Wrinkle Inducer” MLM Flops
April 28, 2023
In this week’s Failure Friday segment, we hear from an office manager who gets sucked into a makeup MLM and lives to tell the tale. Side...
#2308 - TBT: “I transformed from work-from-home coach to corporate consultant…”
April 27, 2023
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a work-from-home coach who started her side hustle at...
#2307 - Q&A: “I want to do audio production for podcasts…”
April 26, 2023
Today we hear from Michael in Delaware, who’s interested in starting a podcast production business as a side hustle. He’s got the...
#2306 - Q&A: “I’m building a grocery-shopping app…”
April 25, 2023
A listener is developing a mobile app to “revolutionize the way people shop for groceries.” How can they get it funded?Side Hustle...
#2305 - First $1,000: Indian Woman Helps Indian Men Improve Dating Profiles
April 24, 2023
In this week’s First $1,000 segment, we hear from Priya in Bangalore. She has a side hustle helping men with their dating profiles—and...
#2304 - Q&A: “Sell more from my organic farm…”
April 23, 2023
A listener is struggling to find new customers for her organic farm produce. Should she drop out of farmers’ school, or put her hand to...
#2303 - Q&A: “I’m an accountant—how do I specialize??
April 22, 2023
As a solopreneur, this Canadian account is concerned that “choosing a niche” could mean losing his existing clients who don't meet that...
#2302 - Failure Friday: Airbnb Is Harder Than It Looks
April 21, 2023
In this week’s Failure Friday segment, we hear from a New York City resident who tries—and fails—to navigate the city’s tough rules on...
#2301 - TBT: Camera Affiliate Earns $100,000 in Commissions
April 20, 2023
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a camera gear affiliate who earns thousands of dollars a...
#2300 - Q&A: “When’s the right time to scale up?”
April 19, 2023
A listener is in the exciting but uncertain phase of considering whether to transition his growing freelance web design side hustle into...
#2299 - Q&A: “3D-printed prosthetics for marine animals…”
April 18, 2023
Here’s a new one: this caller wants to create customized 3D-printed prosthetics for marine animals like sea turtles and dolphins. Crazy...
#2298 - First $1,000: City Government Staffer Leads Virtual Events
April 17, 2023
In this week’s First $1,000 segment, we hear from a virtual events planner. If you need a virtual wedding, networking event, or gender...
#2297 - Q&A: “How can I market my online yoga course?”
April 16, 2023
In this episode, a yoga instructor looks to expand her business beyond the confines of her local studio. But how can she compete with so...
#2296 - Q&A: “Looking for low-risk, high-reward side hustles…”
April 15, 2023
Our listener, Brenda, is a single mom with a full-time job, looking to supplement her income from the comfort of her home. Accordingly,...
#2295 - Failure Friday: Flip Phone Reselling Fails to Cell Phones
April 14, 2023
In this week’s Failure Friday segment, we hear from a serial side hustler with the brilliant idea to sell flip phones—because who...
#2294 - TBT: eBay Consignment Seller Never Runs Out of Inventory
April 13, 2023
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from an eBay consignment seller who decided to focus on...
#2293 - Q&A: “It’s hard to separate work from personal life…”
April 12, 2023
In this episode, we're addressing a concern that many freelancers, remote workers, and side hustlers can relate to: striking the right...
#2292 - Q&A: “Makin’ a dog walkin’ app…”
April 11, 2023
Woof! Today’s caller is a longtime listener with an idea for a mobile app that connects dog owners with local dog walkers.Side Hustle...
#2291 - First $1,000: Sign Language Interpretation Pays for Europe Trip
April 10, 2023
In this week’s First $1,000 segment, we hear from a school counselor with a side hustle in sign language interpretation. The extra...
#2290 - Q&A: “A social network to connect seniors with volunteers…”
April 9, 2023
Our caller from Canada has an idea for a social network that connects senior citizens with volunteer "grandchildren" for companionship....
#2289 - Q&A: “Bakin' cupcakes for fun and money…”
April 8, 2023
Today’s caller likes cupcakes (who doesn’t??) and they want to turn their love of sweet treats into regular revenue. Live from the...
#2288 - Failure Friday: “I tried wearing lettuce on my head to get attention…”
April 7, 2023
In this week’s Failure Friday segment, we hear from an aspiring fashion blogger. After failing to catch the world’s attention with her...
#2287 - TBT: Role-Playing Dungeon Master Earns $2,000/Month
April 6, 2023
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a Canadian dungeon master who hosts tabletop...
#2286 - Q&A: “Introducing the plant-based diet for pets…”
April 5, 2023
Today’s caller is interested in starting a plant-based pet food delivery service. With the growing demand for healthier and more...
#2285 - Q&A: “An outdoor adventure and survival training school…”
April 4, 2023
Today we’ll hear from a caller with an idea for an outdoor adventure and survival training school for city-dwellers. You never know when...
#2284 - First $1,000: “I watched home renovation shows and decided to try it…”
April 3, 2023
In this week’s First $1,000 segment, we hear from a listener who flips houses when he’s not at his job in middle management. He learned...
#2283 - Q&A: “Staying motivated when life gets hectic…”
April 2, 2023
Life gets busy! How do you maintain motivation in the midst of it all? That’s what today’s listener is wondering about. I’ll give...
#2282 - Q&A: “An AI-powered personal shopping service…”
April 1, 2023
Today's caller is looking to dive into the world of technology and fashion by starting an AI-powered personal shopping and styling...
#2281 - Failure Friday: Minimalism Expert Becomes Disillusioned
March 31, 2023
In this week’s Failure Friday segment, we hear from a woman who sets up to become a subject matter expert in the world of...
#2280 - TBT: Corporate Exec Ditches Job for Side Hustle
March 30, 2023
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a freelance corporate auditor who leaves his corporate...
#2279 - Q&A: “I’d like to offer Virtual Reality therapy…”
March 29, 2023
Today's caller is exploring the intersection of psychology and technology and wants to bring virtual reality (VR) to the world of...
#2278 - Q&A: “Tips for handling customer service and support?”
March 28, 2023
You want to make sure you don’t end up in a situation where your limited side hustle time is spent only doing support—instead, you...
#2277 - First $1,000: Software Engineer Crafts Balloon Sculptures
March 27, 2023
In this week’s First $1,000 segment, we hear from an engineer who takes out his daytime frustrations on a series of side hustle balloon...
#2276 - Q&A: “I want to offer Creative Writing Workshops…”
March 26, 2023
Today’s caller has a passion for creative writing and wants to turn it into a side hustle by offering workshops. How can they go from...
# 2275 - Q&A: “How can a designer stand out in a crowded market?”
March 25, 2023
The market for web design is getting more crowded every day, and today's caller is looking for advice on how to make her business stand...
#2274 - Failure Friday: “My first client was a total nightmare…”
March 24, 2023
In this week’s Failure Friday segment, we hear from a woman who had a goal of becoming a personal shopper, but was stymied by a...
#2273 - TBT: Destination Wedding Officiant Travels Worldwide
March 23, 2023
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a destination wedding officiant who helps couples say...
#2272 - Q&A: “How can customer feedback improve my marketing?”
March 22, 2023
Gathering feedback from customers is an important tool for any small business owner, but it can be challenging to know how to use it...
#2271 - Q&A: “How can I become a sustainability consultant?”
March 21, 2023
With a background in environmental science and a passion for sustainability, today’s caller from Seattle is ready to launch a...
#2270 - First $1,000: Health & Wellness Writer Establishes Side Income
March 20, 2023
In this week’s First $1,000 segment, we hear from a freelance writer who works in the health and wellness field. She now earns several...
#2269 - Q&A: “What are the most effective ways to promote my side hustle?”
March 19, 2023
Sarah has a unique skill set—she’s a reiki practitioner—and is eager to put it to work in a side hustle. But how do you get the word out...
#2268 - Q&A: “How do I handle the transition from side hustle to full-time business?”
March 18, 2023
Today’s caller is ready to go from side hustle to full-time business! It’s always exciting when this happens, but it also produces...
#2267 - Failure Friday: The “American Ninja Warrior” Personal Trainer
March 17, 2023
In this week’s Failure Friday segment, we hear from a personal trainer who wanted to specialize to succeed in a crowded field. The...
#2266 - TBT: Successful Screenwriter Becomes Screenplay Consultant
March 16, 2023
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a freelance screenplay editor in Hollywood. In his new...
#2265 - Q&A: “Planning for a Haunted House in Dallas…”
March 15, 2023
Today's caller has a spooky idea. She wants to create a haunted house attraction, but she needs some guidance in bringing it to life....
#2264 - Q&A: “Indoor Vertical Farming has a lot of potential…”
March 14, 2023
Today we’ll hear from a listener who’s passionate about sustainable agriculture and believes that indoor vertical farming is the way of...
#2263 - First $1,000: Michigan Accountant Moonlights as Engagement Photographer
March 13, 2023
In this week’s First $1,000 segment, we hear from Elaine in Wayne County, Michigan. She’s an accountant for her day job and works as an...
#2262 - Q&A: “My dream is to own a Mobile Adventure Park…”
March 12, 2023
Today's caller is taking a leap of faith with a new and unique idea for a mobile adventure park. How can she make her vision a reality...
#2261 - Q&A: “How do I choose a legal structure for my side hustle?”
March 11, 2023
A new web developer wants to make sure they set up their business in a way that is efficient and effective, but they're not sure where...
#2260 - Failure Friday: The Influencer Who Quit Instagram
March 10, 2023
In this week’s Failure Friday segment, we hear from an aspiring influencer on her unsuccessful attempt to become a professional...
#2259 - TBT: “Car Parts Guy” Becomes Professional Reseller
March 9, 2023
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a Chicago car parts reseller. After his first couple of...
#2258 - Q&A: “Should I go into business with my best friend?”
March 8, 2023
This caller’s best friend is gung-ho on starting a business with her, but the caller has concerns. How can she determine if this is the...
#2257 - Q&A: “An EV car rental side hustle??”
March 7, 2023
Sarah from Los Angeles is on the line today, and she's got a big idea brewing. Specifically, she’s thinking about starting a car rental...
#2256 - First $1,000: Spotify Musician Gets Paid for Yoga Streams
March 6, 2023
In this week’s First $1,000 segment, we hear from an independent musician who earns passive income from Spotify, focusing on keywords...
#2255 - Q&A: “A home-based meal delivery service for New York…”
March 5, 2023
Today’s caller has set his sights on starting a home-based meal delivery service, but wants to make sure he's covering all his bases....
#2254 - Q&A: “I’m starting an Edible Insect Farm…”
March 4, 2023
You read that right. This idea might seem buggy, but there could be a real market for it. Side Hustle School features a new episode...
#2253 - Failure Friday: ‘Helicopter Parent’ Disrupts Online Tutoring Session
March 3, 2023
In this week’s Failure Friday segment, we hear from a self-described “former online tutor.” His business started well, but was soon...
#2252 - TBT: Children’s Party Hostess Makes Magic and Money
March 2, 2023
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the founder of Little Princess Parties, a children’s...
#2251 - Q&A: “Mobile photo booths for events and parties…”
March 1, 2023
Today’s caller is interested in starting a mobile photo booth business, but wants to make sure she has a solid plan in place. Let's help...
#2250 - Q&A: “Can you pay taxes on a credit card to earn cash back?”
February 28, 2023
Tax season is coming up for many of us in the U.S., so today a caller wants to know about paying taxes on a credit card that offers cash...
#2249 - First $1,000: Bali Nomad Writes Copy for Local Businesses
February 27, 2023
\In this week’s First $1,000 segment, we hear from an Australian expat who moves to Bali to become a digital nomad. This is the story of...
#2248 - Q&A: “Managing inventory for digital items…”
February 26, 2023
If you’re selling a digital product, isn’t your inventory unlimited? This might sound like a trick question, but there’s more to it....
#2247 - Q&A: “How to become a Medical Billing Advocate?”
February 25, 2023
A caller is wondering about becoming a Medical Billing Advocate. This is someone who helps patients negotiate and lower their medical...
#2246 - Failure Friday: “My business was like a coupon, it expired too soon…”
February 24, 2023
In this week’s Failure Friday segment, we hear from someone who started a coupon directory website. Unfortunately, he ended up spending...
#2245 - TBT: “I've been keeping bees for the past five years…”
February 23, 2023
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a Bay Area beekeeper who slings honey to the tune of...
#2244 - Q&A: “I want to become a vintage shopping concierge…”
February 22, 2023
I love hearing side hustle ideas from listeners! Today’s features a woman with a background in retail who wants to become a vintage...
#2243 - Q&A: “Can you set up a Shopify store in just an hour?”
February 21, 2023
Today’s listener poses a challenge: is it possible to set up a Shopify store in just an hour? The platform provides a lot of different...
#2242 - First $1,000: This Candle Maker Doesn’t Flame Out
February 20, 2023
In this week’s First $1,000 segment, we hear from a longtime candle lover who starts her own brand. After a few months, she reaches a...
#2241 - Q&A: “Email list hosting gets more and more expensive…”
February 19, 2023
Today’s listener has achieved a milestone: they have 3,000 people on their list! That’s great, but because email list providers charge...
#2240 - Q&A: “Betting on political markets using Kalshi…”
February 18, 2023
Platforms like Kalshi and Polymarket offer the ability to bet on political events, including presidential elections and cabinet...
#2239 - Failure Friday: “I wasn't making enough money to cover expenses…”
February 17, 2023
In this week’s Failure Friday segment, we hear from a travel agent who’s excited to take flight—until a trip she books for ten clients...
#2238 - TBT: ”I get to make dad jokes about adult toys all day…”
February 16, 2023
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a seller of adult toys and other items for sexual...
#2237 - Q&A: "Retro Resale" store sells floppy disks and cassette tapes
February 15, 2023
A listener wants to open an online store selling floppy disks and cassette tapes. He thinks there’s a renaissance for these items. Is he...
#2236 - Q&A: “What products are good to sell as a subscription?”
February 14, 2023
Recently we’ve looked at why there are so many subscriptions. Today’s caller wonders: what are some good physical products (i.e....
#2235 - First $1,000: “I built an Airbnb rental in my backyard…”
February 13, 2023
In this week’s First $1,000 segment, we hear from a serial side hustler who builds an ADU in his backyard, allowing him to earn...
#2234 - Q&A: “Help, my website keeps breaking…”
February 12, 2023
All you want to do is run your side hustle, take in orders, maybe grow your business, not just fix things that are broken—but these...
#2233 - Q&A: “Remote personal training from Pakistan…”
February 11, 2023
Today’s caller is from Pakistan, and he wants to operate a remote personal training side hustle. He’s qualified for this role and thinks...
#2232 - Failure Friday: Bunny Breeding Gone Bad
February 10, 2023
In this week’s Failure Friday segment, we hear from an aspiring bunny reader. After being inspired by a woman who breeds rabbits to pay...
#2231 - TBT: Plates and Bowls Using Fulfillment by Amazon
February 9, 2023
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a pottery maker who sells her dishes and bowls using...
#2230 - Q&A: “Side hustle opportunities for retirees…”
February 8, 2023
In this episode, a caller wonders about opportunities for retirees. Are some side hustles inherently better for someone in that...
#2229 - Q&A: “How to use ChatGPT and AI in a side hustle…”
February 7, 2023
A listener is wondering about AI, specifically ChatGPT, an incredible tool that’s been all over the news lately, and how it applies for...
#2228 - First $1,000: “Budget Bliss Weddings” Cuts the Cake
February 6, 2023
In this week’s First $1,000 segment, we hear from a wedding planner who specializes in budget ceremonies while still getting paid for...
#2227 - Q&A: “Conflict with my partner over my side hustle…”
February 5, 2023
Let’s have some real talk today: a side hustling caller is having a problem with her side hustle: her partner doesn’t like it. :(Side...
#2226 - Q&A: “Is it better to have prices end in the number 9?”
February 4, 2023
One of our callers has noticed that lots of stuff for sale ends in the number 9. Is this some scientifically proven marketing principle,...
#2225 - Failure Friday: “The scavenger hunt turned into a rainstorm…”
February 3, 2023
In this week’s Failure Friday segment, we hear from the aspirational owner of a scavenger hunt side hustle. On a big day for a major...
#2224 - TBT: Career Advisor Sells Resume Templates
February 2, 2023
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a career advisor who sells resume (CV) templates and...
#2223 - Q&A: “Side hustle opportunities for introverts…”
February 1, 2023
If you don’t like selling, or just talking to people all the time—I’m in that club!—what do you do?Side Hustle School features a new...
#2222 - Q&A: “I want to make and sell a pickleball paddle…”
January 31, 2023
Did you know that pickleball is the fastest-growing sport in the world? In this episode, a listener from Arizona wonders about making...
#2221 - First $1,000: “I get paid to take stock photos for licensing…”
January 30, 2023
In this week’s First $1,000 segment, we hear from a photographer who learns to take photos for stock image sites, earning a royalty...
#2220 - Q&A: “Can't find the time to grow my business!”
January 29, 2023
We often identify a lack of time as the primary obstacle to starting or growing a side hustle. Often, however, there’s a deeper problem...
#2219 - Q&A: “A subscription to manage other subscriptions…”
January 28, 2023
How many paid subscriptions do you have right now? I’m embarrassed to say I don’t know the answer for myself. Today, a caller wants to...
#2218 - Failure Friday: “I held a sock puppet show while processing transactions…”
January 27, 2023
In this week’s Failure Friday segment, we hear from a sock seller who eagerly sets up at a trade show, only to realize his credit card...
#2217 - TBT: “I put in long hours and worked hard to deliver quality work…”
January 26, 2023
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a web developer who goes from corporate to...
#2216 - Q&A: "Ebay selling feels less personal now..."
January 25, 2023
Longtime listeners know that I got my start in the world of entrepreneurship when I was 19 and learned to sell on eBay. Today, a caller...
#2215 - Q&A: “How to create ‘transformational’ online courses?”
January 24, 2023
What’s the latest in online education? That’s what one of our listeners who’s also a course creator wants to know. I’ll focus my answer...
#2214 - First $1,000: “I earn £2,500 per month leading London walking tours…”
January 23, 2023
In this week’s First $1,000 segment, we hear from a walking tour guide in London. He leads tours only on weekends and brings in an extra...
#2213 - Q&A: “Can I sell a calendar sometime other than January?”
January 22, 2023
Some business ideas are better suited for certain seasons—as we heard recently from a caller who referenced an episode about letters...
#2212 - Q&A: “Is there a summer camp for side hustlers?”
January 21, 2023
Today’s caller has an idea for adult summer camp with a side hustle focus. One of the reasons we have this segment is to look at...
#2211 - Failure Friday: “The client was shocked by the amount of taxes they owed…”
January 20, 2023
In this week’s Failure Friday segment, we hear from a new bookkeeper who makes a big mistake: she overstates the income on a client’s...
#2210 - TBT: “Expanding my product line paid off in a big way…”
January 19, 2023
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a seller of planners and journals. After expanding her...
#2209 - Q&A: “Can I deduct clothes and haircuts on my taxes?”
January 18, 2023
If you have a side hustle or even if you’re starting one and it doesn’t have revenue yet, you might be able to save a lot of money on...
#2208 - Q&A: “Which online resources are worth paying for?”
January 17, 2023
You could spend an unlimited amount of money on services and resources these days. What is essential—and what can you not worry...
#2207 - First $1,000: “I was over the moon with my first sale…”
January 16, 2023
In this week’s First $1,000 segment, we hear from an Etsy shop who’s served more than 1,500 customers and counting. How did she first...
#2206 - Q&A: “Can you sue telemarketers and get paid?”
January 15, 2023
A caller refers to a story of a guy who earned $7,000 from suing an annoying telemarketing company. What a great idea! The next time you...
#2205 - Q&A: “No one is seeing my Instagram posts…”
January 14, 2023
Aristotle once posed the question that philosophers have been debating ever since: if you post a selfie on Instagram and no one likes...
#2204 - Failure Friday: “I had to reel in my losses and start from scratch…”
January 13, 2023
In this week’s Failure Friday segment, we hear from a New England fisherman who opens his own fishing shop. All goes well until a big...
#2203 - TBT: “Teaching pole dancing has been incredibly rewarding…”
January 12, 2023
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a Florida pole dance instructor. She’s hooked! Side...
#2202 - Q&A: “Can you really work two full-time jobs simultaneously?”
January 11, 2023
Multiworking—where people work multiple, full-time jobs simultaneously without either employer being aware of it—is a product of the...
#2201 - Q&A: “How can you buy and resell electric vehicles?”
January 10, 2023
In a few short years, electric vehicles (EVs) have gone from something novel to something that you see everywhere. When there’s high...
#2200 - First $1,000: “I started by setting up a booth at the farmer's market…”
January 9, 2023
In this week’s First $1,000 segment, we hear from a woman who makes and sells essential oils. By customizing her product line and...
#2199 - Q&A: “How to make a killer sales page?”
January 8, 2023
Today’s caller is looking to create a sales page that converts well. They want to overcome the objections of anyone who looks at it with...
#2198 - Q&A: “How to sell a ‘stop smoking in 30 days’ course?
January 7, 2023
Today’s caller wants to offer a course on quitting smoking, based on techniques that worked for them during their own struggle. They’d...
#2197 - Failure Friday: “On the day of the wedding, a huge storm rolled in…”
January 6, 2023
In this week’s Failure Friday segment, we hear from an event planner specializing in weddings. Everything goes perfectly at weddings,...
#2196 - TBT: “The monthly retainer was a huge confidence-booster…”
January 5, 2023
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a freelance commercial animator who works on TV shows...
#2195 - Q&A: “My revenue has plateaued at $180,000/year…”
January 4, 2023
Today’s caller has built her side hustle to a thriving brand. They’re earning about $50,000 a year on $180,000 in sales. But even though...
#2194 - Q&A: "How do you choose what to focus on?"
January 3, 2023
Today’s listener wants to start a retail business, but they aren’t sure whether it should be a clothing line or a home decor store. How...
#2193 - First $1,000: “I make an extra $100/day fixing broken phone screens…”
January 2, 2023
In this week’s First $1,000 segment, we hear from a listener who’s earning a few thousand dollars a month with a very simple business...
#2192 - Side Hustle School Season 7 Starts TODAY
January 1, 2023
We’re back with an all-new season! Here’s how year seven (!) of Side Hustle School will work. Side Hustle School features a new episode...
#2191 - Q&A: “Driving an RV across the country—can I get sponsored?”
December 31, 2022
Everyone, let’s pack all of our stuff up in an RV and hit the road. We just need a tripod for all those #vanlife photos we’re going to...
#2190 - Failure Friday: “I think I had some unrealistic expectations…”
December 30, 2022
In this week’s Failure Friday segment, we hear from a digital artist from the U.K. When he tried to launch an NFT project with 5,000...
#2189 - TBT: “I was just a girl with a passion for plants…”
December 29, 2022
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from an online plant seller who’s sold thousands of...
#2188 - Q&A: “What's the best way to sell a simple digital download?”
December 28, 2022
Let’s say you have something to sell that is digitally delivered. What’s the best way to accept payment and get the item to buyers?Side...
#2187 - Q&A: “How to share men's lifestyle advice that isn’t toxic…”
December 27, 2022
I always love to hear from our community. You all are doing some interesting things! Let’s see if I can be somewhat helpful to Brody,...
#2186 - First $1,000: “I went door-to-door selling home alarms…”
December 26, 2022
In this week’s First $1,000 segment, we hear from a real-life door-to-door salesman. No really, this is a thing! Some door knockers can...
#2185 - Q&A: “I have a hard time asking for money…”
December 25, 2022
Merry Christmas! Our listener today is a financial advisor who specializes in helping clients tackle their debts and get their finances...
#2184 - Q&A: “Can I buy an existing small business?”
December 24, 2022
What if we could skip the whole startup phase of your side hustle and go straight to burgeoning retailer? None of that whole ideation...
#2183 - Failure Friday: “The sleigh kept getting bogged down…”
December 23, 2022
In this week’s Failure Friday segment, we hear from a previous caller from the North Pole. Last year he was experiencing a supply chain...
#2182 - TBT: “I’m now charging $100/hour for personal training…”
December 22, 2022
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a personal trainer who goes from clientless to fully...
#2181 - Q&A: “How to plan for a big New Year's Sale?”
December 21, 2022
January is a big month for the wellness industry, much more than the end-of-year holidays we’re in the midst of now. How can gym owners,...
#2180 - Q&A: ”My customer tried to barter with me ... after the sale!”
December 20, 2022
This really happened: after attending a paid workshop, a customer tries to barter by offering her energy healing services in lieu of...
#2179 - First $1,000: “I had no idea Hula Hoops were a seasonal business…”
December 19, 2022
In this week’s First $1,000 segment, we hear from Holly the Hula Hoop Hustler. She’s now earning up to $2,000/month selling hula hoops...
#2178 - Q&A: “An English-language anime club in Japan…”
December 18, 2022
Today’s caller wants to start an English-speaking anime club in Japan. With the country recently re-opened for visitors, let’s get this...
#2177 - Q&A: “Are pay-per-click ads cheaper on Pinterest?”
December 17, 2022
The two largest pay-per-click platforms are Facebook and Google—it’s how they make almost all of their money! But you can also run PPC...
#2176 - Failure Friday: “No one wanted my idea, even for free…”
December 16, 2022
In this week’s Failure Friday segment, we hear from a personal trainer who starts a virtual shoe-fitting service. Unfortunately, it...
#2175 - TBT: “I’ve matched my previous salary with 15 hours a week…”
December 15, 2022
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a Los Angeles film editor who sets out to create a...
#2174 - Q&A: “Broker-liaison for overseas web developers…”
December 14, 2022
A caller has an idea to connect overseas web developers with clients in the U.S. How would this work, and how can they profit from...
#2173 - Q&A: “Does anyone make money from cat videos??”
December 13, 2022
Let’s talk about two of my favorite things in the world: cats and cat videos. A listener wonders if there’s any way to monetize them....
#2172 - First $1,000: “I help people get back their hacked accounts…”
December 12, 2022
In this week’s First $1,000 segment, we hear from a coder with an unusual side hustle: he helps clients recover their hacked or lost...
#2171 - Q&A: “Starting an instructional workshop…”
December 11, 2022
A caller from Ireland wants to start his own instructional workshop. How are live events different from other services—and what are some...
#2170 - Q&A: “How do I focus on retaining clients?”
December 10, 2022
Today we’re going to hear from a CPA in the midwest who wants to focus on retaining clients. This is more important than finding new...
#2169 - Failure Friday: “My virtual assistant was a fan of quiet quitting…”
December 9, 2022
In this week’s Failure Friday segment, we hear from the founder of an advisory service who hires his first assistant. The relationship...
#2168 - TBT: “I built out a Google sheet of people I trusted…”
December 8, 2022
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the founder and CEO of a lead generation / digital...
#2167 - Q&A: “I want to be a Door Dash driver for a day…”
December 7, 2022
Today’s caller wants to drive for Uber Eats, Door Dash, and Postmates—but it’s not what you think. He’s not looking for a new part-time...
#2166 - Q&A: “Can you still make $10,000 with voiceover work on Fiverr?”
December 6, 2022
In one of the early stories for the podcast that was also included in the Side Hustle book, a guy earned $10,000 in a short amount of...
#2165 - First $1,000: “Six people signed up, including two at the higher rate…”
December 5, 2022
In this week’s First $1,000 segment, we hear from a web designer who wants to get off the freelance train by creating a standardized...
#2164 - Q&A: “How to stand out with an end-of-year sale?”
December 4, 2022
Today’s caller has a retail business that is not typically dependent on holiday sales, but he wants to juice the numbers a bit. How can...
#2163 - Q&A: “Is making money from surveys still a thing?”
December 3, 2022
A number of apps, websites, and platforms promise that you can earn a few hundred dollars a month in exchange for your opinion. Is this...
#2162 - Failure Friday: “My maple syrup was stolen by a Canadian cartel…”
December 2, 2022
In this week’s Failure Friday segment, we hear from a maple syrup reseller (this is a thing) whose inventory was stolen by a Canadian...
#2161 - TBT: “I became the ambassador for a kickbike company…”
December 1, 2022
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a Florida enthusiast who becomes America’s leading...
#2160 - Q&A: “I want to get paid to lobby for causes I believe in…”
November 30, 2022
Today’s listener is an aspiring political lobbyist—but this isn’t Job School, it’s Side Hustle School! Can she do part-time lobbying for...
#2159 - Q&A: “When’s the best time to start a seasonal business?”
November 29, 2022
If you’re not trying to be Jeff Bezos selling Christmas trees (his original business), you still might want a business that only...
#2158 - First $1,000: “From TaskRabbit to $4,000/month…”
November 28, 2022
In this week’s First $1,000 segment, we hear from a handyman who builds his part-time business to $4,000/month on TaskRabbit, and then...
#2157 - Q&A: “I’m ready for more passive income…”
November 27, 2022
Our listener is earning more than $50,000/year from three side projects. Whoo hoo! Still, he wants more of this income to be passive,...
#2156 - Q&A: "Every time I start to make progress, I hold back..."
November 26, 2022
A listener has a question about self-sabotage: whenever they find themselves moving forward, they end up backing away. What can be done...
#2155 - Failure Friday: “I never should have borrowed money to invest…”
November 25, 2022
In this week’s Failure Friday segment, we hear from a listener who borrowed money from a friend for an investment in a cryptocurrency...
#2154 - Give Thanks and Eat Pie: Special Thanksgiving Episode
November 24, 2022
In this special episode recorded in South Africa, Chris reflects on 5+ years of Side Hustle School and encourages listeners to eat more...
#2153 - Q&A: “How to profit from cover songs on Apple Music?”
November 23, 2022
If you’re familiar with any of the major streaming platforms, you might be aware that there are cover versions of lots of popular songs....
#2152 - Q&A: “I want to make an asexual dating app…”
November 22, 2022
Today’s caller has an idea to start her own app for people who identify as asexual (where you don’t feel much sexual attraction to...
#2151 - First $1,000: “I made a floor to ceiling chain of bananas…”
November 21, 2022
In this week’s First $1,000 segment, we hear from a Texas event planner who earns at least $2,000/month on the side. One early event...
#2150 - Q&A: “How can I make money with Zoom calls?”
November 20, 2022
Today’s listener wonders: how can the average person capitalize on the fact that so many people are much more comfortable with video...
#2149 - Q&A: “I’m a professional speed skater … how can I fundraise?”
November 19, 2022
An athletic listener from Minnesota seeks advice on starting a fundraising campaign. Will he need to improve his social media for more...
#2148 - Failure Friday: “I invested in a franchise and now I feel stuck…”
November 18, 2022
In this week’s Failure Friday segment, we hear from an investor who buys into a national franchise—then realizes he’s essentially bought...
#2147 - TBT: “Amazon Merch” Seller Moves 7,000 T-Shirts (& more!)
November 17, 2022
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a livestreamer who uses Amazon Merch on Demand to sell...
#2146 - Q&A: “Are there any alternatives to Patreon?”
November 16, 2022
An independent musician is looking for “something like Patreon but different.” What are her options?Side Hustle School features a new...
#2145 - Q&A: “How can I become a personal finance influencer?”
November 15, 2022
Today’s caller wants to enter the world of personal finance experts and influencers. As she notes, she’s not the only one! So if you...
#2144 - First $1,000: “Clients don’t want Wordpress, they want a website…”
November 14, 2022
In this week’s First $1,000 segment, we hear from the self-described “Wordpress Girl,” who starts a service helping female entrepreneurs...
#2143 - Q&A: “I’d like to teach wilderness survival classes…”
November 13, 2022
An outdoorsman from Montana wants to teach survival skills, but isn’t sure how to start. Can we help him get out of the woods?Side...
#2142 - Q&A: “Need to increase income as an adjunct professor…”
November 12, 2022
Today we hear from a professor of sociology who wants to make more money. Nothing wrong with that! Let’s see if we can help. Side Hustle...
#2141 - Failure Friday: “I wish I hadn’t told my friends about my hustle…”
November 11, 2022
In this week’s Failure Friday segment, we hear from a tech employee who starts an after-hours side hustle. This turns out to be … a...
#2140 - TBT: NYC Opera Singer Moonlights as Home Contractor
November 10, 2022
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a New York City opera singer, home contractor, and...
#2139 - Q&A: “What’s the best way to outline a business idea?”
November 9, 2022
Let’s say you have an idea. What do you do next? Learning to develop this skill can help you with a lot of things, not just business...
#2138 - Q&A: “Can I make and sell Notion templates?”
November 8, 2022
The productivity app Notion describes itself as a a project management and note-taking software platform. It comes with 100 templates,...
#2137 - First $1,000: “I make $3,000/month with Instagram DMs…”
November 7, 2022
In this week’s First $1,000 segment, we hear from a listener with a very creative strategy: she earns up to $4,000/month through...
#2136 - Q&A: “When is it too late to change a business name?”
November 6, 2022
If you haven’t launched and realize your business needs a different name, it’s easy enough to change. But what about when you’re already...
#2135 - Q&A: “Millions of dollars for white noise tracks for Spotify ... this is crazy!”
November 5, 2022
A business recently made headlines for earning $9 million by streaming white noise tracks on Spotify. Is this still feasible for...
#2134 - Failure Friday: “My Facebook page with 40,000 fans was hacked…”
November 4, 2022
In this week’s Failure Friday segment, we hear from a coach who had been building her business on Facebook—until she made a mistake and...
#2133 - TBT: “It’s scary but I trust that I made the leap for a reason...”
November 3, 2022
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a multifaceted artist in Texas who makes ceramics,...
#2132 - Q&A: “I stopped delivering for my Patreon…”
November 2, 2022
An independent musician has a Patreon account funded by fans. Over the past few months, he’s stopped delivering updates and special...
#2131 - Q&A: “Should I pay to get verified on Instagram?”
November 1, 2022
Today’s caller has a service that promises to get her Instagram account verified for the low, low price of $2,000. Is this an amazing...
#2130 - First $1,000: “I earn a thousand dollars a week selling MacBooks…”
October 31, 2022
In this week’s First $1,000 segment, we hear from a college-aged reseller of MacBooks. He’s got it down to a science and is pulling in...
#2129 - Q&A: “Where can I find my first employee?”
October 30, 2022
Today a listener from Salt Lake City is ready to hire her first employee after growing her stationery brand slowly and steadily. What...
#2128 - Q&A: “Recovering after a failed partnership…”
October 29, 2022
Today we’re going to hear from a caller who’s previous venture didn’t work out. That one was a partnership with a friend that ended...
#2127 - Failure Friday: “Apple rejected my game before it even launched…”
October 28, 2022
In this week’s Failure Friday segment, we hear from a mobile game developer with an ambitious idea—so ambitious that it never got off...
#2126 - TBT: “Amazon booked a ‘Uke Night’ for virtual team-building…”
October 27, 2022
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the founder of Honolua Ukuleles, based in Calgary,...
#2125 - Q&A: “How can you resell video games if they’re digital?”
October 26, 2022
Over the past decade, more and more video games are delivered digitally. There’s no packaging and no waiting … and also no resale...
#2124 - Q&A: “I want to be the Zoom Dog Trainer!”
October 25, 2022
These days, we’re all used to Zoom and other videoconferencing for all sorts of things—but will it work for dog training?? Side Hustle...
#2123 - First $1,000: “I have 3 clients and $4,000/month in retainer fees…”
October 24, 2022
In this week’s First $1,000 segment, we hear from a Social Media Manager from Toronto. She has a day job she enjoys but—naturally—also...
#2122 - Q&A: “Where's the best place to hire contractors?”
October 23, 2022
Today’s caller is starting a *second* side hustle and wants to know where to find the best virtual assistants and other contractors.Side...
#2121 - Q&A: "Help, my bank said I can't open a business account!"
October 22, 2022
How do you keep your business and personal finances separate? Ideally with a different bank account—but this listener is having trouble...
#2120 - Failure Friday: “My anniversary sale was an epic fail…”
October 21, 2022
In this week’s Failure Friday segment, we hear from the founder of a membership site that’s going very well—until the founder stops...
#2119 - TBT: “It’s like a gym you only pay for if you don’t go…”
October 20, 2022
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the founder of Lazy Jar, an app that makes fitness...
#2118 - Q&A: “I want to make and sell firefighter merch…”
October 19, 2022
Shoutout to all firefighters and other first responders out there! Today we’ll hear from one of them who wants to put his free time at...
#2117 - Q&A: “I want to sell AI-generated art from DALL-E…”
October 18, 2022
AI art tools like Midjourney and DALL-E allow anyone to make all kinds of incredibly realistic, AI-generated images. Can you sell what...
#2116 - First $1,000: “My sister and I made this game to honor our dad…”
October 17, 2022
In this week’s First $1,000 segment, we hear from one-half of a sisterly team on a mission: inspired by their father, they’re making a...
#2115 - Q&A: “Like an airport lounge, just in a mall…”
October 16, 2022
Today’s caller has just come from an airline lounge—one of the better ones, it sounds like. He has an idea to take the concept and...
#2114 - Q&A: “My biggest problem is low self-confidence…”
October 15, 2022
Today’s caller has a detailed technical problem … no, wait—they have imposter syndrome. Do you have it too? Let’s hear from them and...
#2113 - Failure Friday: “I got sucked into hosting an MLM party…”
October 14, 2022
In this week’s Failure Friday segment, we hear from someone who learns an awkward lesson: no one wants to come to your network marketing...
#2112 - TBT: Typewriter Poetry for Weddings and Corporate Events
October 13, 2022
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the founder of Rent Poet, offering typewriter poetry for...
#2111 - Q&A: “Which pages are most important on a website?”
October 12, 2022
A consultant suggests that one of our listeners hire someone to create a bunch of specific pages organized around keywords. Is this a...
#2110 - Q&A: “I’m inventing underwater headphones for swimmers…”
October 11, 2022
A listener is inventing underwater headphones—but he’s stuck in the manufacturing stage. Can we help him keep his head above water? Side...
#2109 - First $1,000: “I sell pots and other plant holders on Amazon…”
October 10, 2022
In this week’s First $1,000 segment, we hear from a Fulfillment by Amazon seller. After detailed research, she found the perfect product...
#2108 - Q&A: ”Is there an app to evaluate business ideas?”
October 9, 2022
Today’s listener is looking for a specific resource: an app to help them evaluate and rank different business ideas. Does this exist?...
#2107 - Q&A: “Selling a user's guide to Shopify conversion…”
October 8, 2022
Today we’re going to hear from a listener with an idea to sell a guide on Shopify. You know Shopify—it used to be a little ecommerce...
#2106 - Failure Friday: “I tried to sell something no one wanted…”
October 7, 2022
In this week’s Failure Friday segment, we hear from a seller of gift baskets for college alumni—or at least, that’s what she *tried* to...
#2105 - TBT: “Mantra Medallions” Now Sold in 50+ Stores
October 6, 2022
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the founder of Mantra Medallions, offering inspirational...
#2104 - Q&A: "Help, my Amazon competitor is buying fake reviews!"
October 5, 2022
Today we’re going to hear from an Amazon seller with a problem that is (sadly) not unique: one of their competitors is buying up fake...
#2103 - Q&A: “How can I start a Korean makeup channel on YouTube?”
October 4, 2022
Today’s caller from Korea wants to make a YouTube channel all about makeup. It’s a hot topic, with some creators earning a lot of money...
#2102 - First $1,000: “I do watercolor paintings for corporate events…”
October 3, 2022
In this week’s First $1,000 segment, we hear from a Colorado artist who makes watercolor paintings at live events. He stumbled into this...
#2101 - Q&A: “Can I buy and resell plane tickets like concert tickets?”
October 2, 2022
Concert tickets are resellable—why not plane tickets? These days, most airfare is changeable or cancellable with minimal fees, so can...
#2100 - Q&A: “I bought and sold 75 Peloton bikes…”
October 1, 2022
Today’s caller took advantage of the “pandemic Peloton” trend and resold dozens of them! He’s got a story for us, and he’s also...
#2099 - Failure Friday: “I had tears in my eyes reading the response…”
September 30, 2022
In this week’s Failure Friday segment, we hear from a jewelry seller who almost gets taken out of commission by a highly negative...
#2098 - TBT: “Thirty years a parking lot striper…”
September 29, 2022
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a longtime parking lot striper (not stripper!) who’s...
#2097 - Q&A: “I want to take my seminar on the road…”
September 28, 2022
A listener has been teaching a local seminar on speed-reading. She now wants to take her show on the road … and quickly! What does she...
#2096 - Personal Finance Writer Monetizes Medium Posts
September 27, 2022
Hoping to pay off his debt, a policy analyst begins writing about personal finance. Before long, he was earning more than...
#2095 - First $1,000: “I left personal training to become a life coach…”
September 26, 2022
In this week’s First $1,000 segment, we hear from a personal trainer who makes a big change to become a life coach. Is she able to...
#2094 - Q&A: “I lost money on Bitcoin … is that tax-deductible?”
September 25, 2022
If you began investing in cryptocurrency at the top of the market, you might be sitting on some pretty significant losses. Today’s...
#2093 - Q&A: “I’m starting home improvement classes, with a twist…”
September 24, 2022
A listener plans to offer a series of online home improvement classes. Is this a good idea—and if so, how can she connect with potential...
#2092 - Failure Friday: “I had to issue refunds and cancel 50 orders…”
September 23, 2022
In this week’s Failure Friday segment, we hear from a successful Shopify store owner who sells party favors. Everything was going great,...
#2091 - TBT: Online Yoga for People with Chronic Illnesses
September 22, 2022
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a Toronto yoga teacher who offers classes to people with...
#2090 - Q&A: “How much income should I reinvest in my business?”
September 21, 2022
It’s good to reinvest in your business, but not at any cost. Today’s caller wants to know if there’s a rule of thumb he can use in...
#2089 - Six-Figure Lawn Business Becomes Sign of the Times
September 20, 2022
A school teacher on maternity leave hits the books and finds her dream side hustle, replacing her day job income and then starting a...
#2088 - First $1,000: “I sell t-shirts for pug lovers on Amazon…”
September 19, 2022
In this week’s First $1,000 segment, we hear from an Amazon Merch on Demand seller. She’s sold thousands of t-shirts through the...
#2087 - Q&A: “Is it more important to be knowledgeable or relatable?”
September 18, 2022
A listener is trying to grow his Instagram following. Seems easy enough, right? Actually, no—lots of people struggle with this! It’s a...
#2086 - Q&A: “Can I get paid to teach people to play video games?”
September 17, 2022
Today’s caller is skilled at gaming, but can he make money from it? He also has a caveat: no eSports. He doesn’t want to play games...
#2085 - Failure Friday: "My boss discovered my side hustle by accident..."
September 16, 2022
In this week’s Failure Friday segment, we hear from a company employee who starts a side hustle making websites during the workday. It...
#2084 - TBT: “I finally learned to let go and delegate…”
September 15, 2022
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the founder of FranchiseFilming.com. Since his last...
#2083 - Q&A: “What kinds of guides or reports sell the best?”
September 14, 2022
One of the ways you can profit from your knowledge is by compiling that knowledge into a detailed guide, report, or owner’s manual of...
#2082 - Nanotech Scientist Creates Antimicrobial Product
September 13, 2022
After creating an antimicrobial coating for facemasks, a scientist applies the product to his own armpits in an attempt to reduce odor...
#2081 - First $1,000: “I got paid to walk dogs while I was on work calls…”
September 12, 2022
In this week’s First $1,000 segment, we hear from a Chicago native who starts “Day Job Dogwalking” during the pandemic. While juggling...
#2080 - Q&A: "I made a bet to start a business in one day…"
September 11, 2022
A listener made a bet with a friend that they can start a business and get at least one paying customer in a single day. Let’s take that...
#2079 - Q&A: “How does move-to-earn work—is this real?”
September 10, 2022
A couple months ago I wrote about my experience with the Web3 app known as StepN, which pioneered the move-to-earn concept. It’s been an...
#2078 - Failure Friday: “It should have been a small mistake…”
September 9, 2022
In this week’s Failure Friday segment, we hear from the owner of an organic cosmetics brand. She was diligent with her product launches...
#2077 - TBT: “You Don’t Know My Life” Party Game Goes Global
September 8, 2022
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the co-creator of a boxed party game for adults called...
#2076 - Q&A: “One-page business plan: what is the essential info?”
September 7, 2022
I once published a one-page business plan that a lot of people have used and referred to over the years. Today, our caller wonders: what...
#2075 - Roadside Fruit Empire Produces Sweet Success
September 6, 2022
A roadside peach stand pays for college tuition, turning into a bigger business along the way.Side Hustle School features a new episode...
#2074 - First $1,000: “You can’t sell anything until you list it…”
September 5, 2022
In this week’s First $1,000 segment, we hear from the owner of an Etsy shop called The Blue Breakfront. After making a few rookie...
#2073 - Q&A: “How can I compete with unfair Etsy sellers?”
September 4, 2022
We had an episode recently with an Amazon seller who had a competitor posting lots of fake reviews. Today’s caller has been dealing with...
#2072 - Q&A: “How to best use a time of unemployment?”
September 3, 2022
Today’s caller faces a big decision: during a time of unemployment, does she stretch her side hustle into a career, or go back to...
#2071 - Failure Friday: “I thought I’d set up the website incorrectly…”
September 2, 2022
In this week’s Failure Friday segment, we hear from a middle-school principal from Pennsylvania. When he starts a blog for high-school...
#2070 - TBT: Mochi-Making Classes Transition Online
September 1, 2022
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the founder of KaorisKitchen.com. She started teaching...
#2069 - Q&A: “Too many coaches! I know I need to ‘choose a niche,’ but how?”
August 31, 2022
Today’s listener is a life coach who’s heard me say that the way to succeed with this kind of personal service is to choose a focus or...
#2068 - College Friends Start Utah Fulfillment Center
August 30, 2022
Two friends learn the logistics of running a fulfilling business. In their first month of operation, they handled 3,000 orders for a...
#2067 - First $1,000: Lutheran Pastor Sells & Ships “Consecrate” Boxes
August 29, 2022
In this week’s First $1,000 segment, we hear from the creator of Consecrate, a subscription box for pastors and ministers. She sends...
#2066 - Q&A: “How do you forecast earnings for a side hustle?”
August 28, 2022
A listener came across my back-of-the-napkin spreadsheet template and is wondering something: if a business or side hustle is new, how...
#2065 - Q&A: "They asked for a refund after three hours of coaching..."
August 27, 2022
After completing two long sessions with a client, a new coach received a request for a refund. Should she revise her policy of “money...
#2064 - Failure Friday: “This is super embarrassing looking back…”
August 26, 2022
In this week’s Failure Friday segment, we hear from an Atlanta designer. In addition to her full-time day job, she’s the owner of a...
#2063 - TBT: Baseball Training School Slides Into Growth
August 25, 2022
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the founder of a baseball training academy. During the...
#2062 - Q&A: “Can I sell the same thing with two business names?”
August 24, 2022
Today’s caller is wondering if she can sell the same line of products with two different brand names. Is this clever or unethical? Side...
#2061 - TV Producer Invents Sustainable Toothpaste Alternative
August 23, 2022
After traveling non-stop for a busy job, a TV producer aims to reduce her plastic consumption.Side Hustle School features a new episode...
#2060 - First $1,000: “We began with a single sports team…”
August 22, 2022
In this week’s First $1,000 segment, we hear from the founder of a sports leadership coaching business. He got his start by volunteering...
#2059 - Q&A: “Amazon Prime Day, but for side hustlers…”
August 21, 2022
Today’s listener is wondering about a side hustle version of Prime Day. Can there be such a thing, or should the smaller sellers of the...
#2058 - Q&A: “How do I transition from Etsy to Shopify?”
August 20, 2022
A listener has been selling on Etsy and wants to make the switch to Shopify. What’s the best way to do this?Side Hustle School features...
#2057 - Failure Friday: “Then one afternoon I got a call from the police…”
August 19, 2022
In this week’s Failure Friday segment, we hear from Dev Chakravarty from the U.K. He had an idea to start a rental car company for...
#2056 - TBT: Philly French Toast Bites Take Over
August 18, 2022
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the founder of Lokal Artisan Foods, offering delicious...
#2055 - Q&A: "I sold more by raising my prices—is that wrong??”
August 17, 2022
Today’s listener has a moral dilemma: they made more money by raising their prices! Wait, what’s wrong with that? Listen to their...
#2054 - Health-Conscious Coffee Lover Steeps Into Crowded Market
August 16, 2022
Taking a cue from her Carda-Mom, a sales professional creates steepable coffee flavoring bags containing organic spices instead of...
#2053 - First $1,000: “It came from patience and vision boarding…”
August 15, 2022
In this week’s First $1,000 segment, we hear from a wedding marketer who makes a vision board and sets out to build a new business. Side...
#2052 - Q&A: “How to market audio services to Christian filmmakers?”
August 14, 2022
Today’s caller seeks help marketing his services to a subset of faith-based filmmakers. Where can he find clients, and what does he...
#2051 - Q&A: “How do creators get paid?”
August 13, 2022
There are lots of ways an online creator can get paid. Which are the most common—and which are the most profitable? Side Hustle School...
#2050 - Failure Friday: “Kickstarter rejected my project right before launch…”
August 12, 2022
In this week’s Failure Friday segment, we hear from the founder of Bad Day Box, offering “snail mail self-care.” She planned to launch...
#2049 - TBT: Lightshows Are the Next Big eSport
August 11, 2022
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the founder of Throwlights, a business that sells gear...
#2048 - Q&A: “What are the best niches for affiliate programs?”
August 10, 2022
Today’s caller is planning to jump into the world of affiliate promotion, where you can get paid for recommending products on a website....
#2047 - Busy Mom Cleans Up Debt by Cleaning Car Seats
August 9, 2022
A part-time occupational therapist and mom of two in search of a new income stream finds the solution with a gig economy platform...
#2046 - First $1,000: “The pre-launch strategy produced $1,000 on day one…”
August 8, 2022
In this week’s First $1,000 segment, we hear from the founder of Brave Count, a subscription box for military spouses. Side Hustle...
#2045 - Q&A: “Can I have a career of side hustles?”
August 7, 2022
Our caller is thinking of going all-in on the world of multiple small businesses—not just one, but a whole career of side hustles. How...
#2044 - Q&A: “Help! The topic I chose is no longer relevant”
August 6, 2022
What if you set out to become an expert in a topic—and all of a sudden, or perhaps over time—that topic becomes less and less relevant?...
#2043 - Failure Friday: “After I was hit by a car, things got worse…”
August 5, 2022
In this week’s Failure Friday segment, we hear from an affiliate marketer who encountered an unusual problem: after he was hit by a car,...
#2042 - TBT: Filipino Virtual Assistant Hub Serves Millions
August 4, 2022
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the founder of OnlineJobs.ph, a directory of Filipino...
#2041 - Q&A: “If you had to start over, how would you grow a blog?”
August 3, 2022
Blogging can still be profitable and rewarding, but a lot of strategies and tactics have changed over the years. If you’re starting a...
#2040 - Shine Bright Like a Diamond (and Sell Them)
August 2, 2022
The manager of an antique jewelry company takes her skills to the open market, eventually establishing a gem of a 7-figure business.Side...
#2039 - First $1,000: “I posted videos on TikTok and started getting paid…”
August 1, 2022
In this week’s First $1,000 segment, we hear from viral TikTok sensation Rebecca Rogers, a social studies teacher with millions of...
#2038 - Q&A: “How many income streams is best?”
July 31, 2022
Today’s caller is diving into the world of side hustling, already earning money from one or two sources with plans to add more. Is there...
#2037 - Q&A: Are there any *good* MLM companies?
July 30, 2022
Today’s listener is at risk of falling prey to a shady network marketing (MLM) company. How do we know it’s shady? Because it’s a...
#2036 - Failure Friday: “Despite my best efforts, no one was buying…”
July 29, 2022
In this week’s Failure Friday segment, we hear from the creator of a writing program. She wanted to reach more people, so she decided to...
#2035 - TBT: The Intersection of Customization and Convenience
July 28, 2022
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the co-founder of Happy Box, a service that offers...
#2034 - Q&A: “I don’t know where my customers are coming from…”
July 27, 2022
In today’s episode, a consultant wonders how customers are finding them. If you don’t know the answer to this question, you might be...
#2033 - Video Game Writing Class Is Real-Life Gamechanger
July 26, 2022
An online teacher and mother-of-four creates a new learning experience that she calls “video game social clubs.” She’s currently earning...
#2032 - First $1,000: “Hyperfluent” Language Service Translates Into Profit
July 25, 2022
In this week’s First $1,000 segment, we hear from Eva Rosales, the founder of Hyperfluent. Her consultancy offers lots of different...
#2031 - Q&A: “What is Goblintown, and should I mint a free NFT??”
July 24, 2022
A new trend in the wild world of NFTs comes from creators offering free assets (digital artwork) during an initial mint process. In some...
#2030 - Q&A: “I want to be the ‘posture guy,’ but how will I make money?”
July 23, 2022
Today’s caller seeks to brand himself as The Posture Guy. Sounds catchy! How can he turn this memorable branding into a steady source of...
#2029 - Failure Friday: Failure Friday: “We had no desire to help college students cheat…”
July 22, 2022
In this week’s Failure Friday segment, we hear from the co-founder of Next Day Animations. Great business name! But before they found...
#2028 - TBT: “Go Last Minute” Travel Site Goes Global
July 21, 2022
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the founder of Go Last Minute, a travel booking portal...
#2027 - Q&A: “Too tired to hustle at the end of the day…”
July 20, 2022
At the end of a long workday, how do you find the energy to work on your side hustle? Let’s give this listener (and you!) three quick...
#2026 - This Canadian Cleaning Service Earns $2 Million/Year
July 19, 2022
A university lab technician cleans up with a local service business that grows to $2 million in revenue and 500 5-star reviews—all...
#2025 - First $1,000: The Las Vegas Ghostwriting Service
July 18, 2022
In this week’s First $1,000 segment, we hear from a Las Vegas ghostwriter. After writing a novel of his own, he branches out to write...
#2024 - Q&A: "I'm opening a hair salon in a new area. How can I build my clientele?”
July 17, 2022
A hair stylist is leaving her job to start her own salon. Whoo hoo! What are some simple things she (or any service provider) can do to...
#2023 - Q&A: “How can I land paid speaking gigs?”
July 16, 2022
Our caller recently gave a talk at a women’s leadership event, and it went well. Now she wants to level-up and give more...
#2022 - Failure Friday: “We opened the box and it was a totally different product…”
July 15, 2022
In this week’s Failure Friday segment, we hear from the founder of Kettlebell Kings, an ecommerce shop. When a big early order from a...
#2021 - TBT: “Styles for Kidz” Goes Global with Video Classes
July 14, 2022
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the founder of Styles for Kidz, a Chicago organization...
#2020 - Q&A: “Does it really cost $100,000 to make an app??”
July 13, 2022
How much does it cost to make an app? One of our listeners was quoted $100,000 from a local design studio, and they’re looking for a...
#2019 - Adobe Expert Digitizes Millions of Family Photos
July 12, 2022
A longtime Adobe employee creates the picture-perfect business by helping families store and digitize memories across generations. Side...
#2018 - First $1,000: “I quickly raised my price to $50 an hour…”
July 11, 2022
In this week’s First $1,000 segment, we hear from a Returned Peace Corps Volunteer (RPCV) who starts a tutoring business on the side....
#2017 - Q&A: “What is 'growth hacking’?”
July 10, 2022
Is “growth hacking” just a fancy marketing term or is something anyone can apply? Hack into this episode to find out!Side Hustle School...
#2016 - Q&A: “How do you profit from DeFi in a bear market?”
July 9, 2022
Is decentralized finance the future … or the past? After a huge two years, many DeFi projects have fallen 90% or more. How can you...
#2015 -Failure Friday: “Amazon permanently banned my seller account…”
July 8, 2022
In this week’s Failure Friday segment, we hear from the co-founder of TheSavvyCouple.com. In his early days, he sold on eBay and...
#2014 - TBT: Cayenne Pepper Throat Lozenges Spice Up Flu Season
July 7, 2022
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the creator of an all-natural organic throat lozenge...
#2013 - Q&A: “I’m making an alarm clock that costs money if you oversleep…”
July 6, 2022
That’s right, this alarm clock debits your bank account if you don’t get up in time. It’s sure to be a hit! The only problem: our caller...
#2012 - Office Assistant Profits from Anime Imports
July 5, 2022
After noticing a derth of anime items in the United States, this long-time lover of Japanese culture creates a thriving side hustle....
#2011 - First $1,000: “I cold-pitched 10 brands and got my first 2 clients…”
July 4, 2022
In this week’s First $1,000 segment, we hear from a freelance apparel designer who specializes in menswear. After having her first...
#2010 - Q&A: “How can a travel website earn commissions?”
July 3, 2022
Today’s listener wants to earn commissions on travel bookings by creating a website that funnels visitors to big agencies like Expedia....
#2009 - Q&A: “Should I pay $3,000 for my friend's mastermind??”
July 2, 2022
A listener has a friend who’s part of a pricey “mastermind” group—and now our listener is experiencing FOMO. Are these groups worth the...
#2008 - Failure Friday: “The experience of hearing rejection was important…”
July 1, 2022
In this week’s Failure Friday segment, we hear from the founder of KindRoot, “hard candy gone good,” plant-powered lozenges for mind and...
#2007 - TBT: Brooklyn Clothing Boutique Scales Up
June 30, 2022
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the owner of two businesses in New York City: a clothing...
#2006 - Q&A: “How many ‘wine-of-the-month’ clubs are there??”
June 29, 2022
Today’s caller has seen many “of-the-month” clubs, ranging from wine, plants, and even all the way to pickles. With so many of them out...
#2005 - Bam! Pow! Crash! The Comic Book Reselling Hustle
June 28, 2022
Drawing on a childhood affection for comic books, this mechanical engineer smashes his student loan debt with an online collectibles...
#2004 - First $1,000: “My music was played on a Romanian TV show…”
June 27, 2022
In this week’s First $1,000 segment, we hear from a musician who licenses songs for placement in TV shows worldwide. When he gets a...
#2003 - Q&A: “Jumping into Twitch streaming…”
June 26, 2022
A caller is getting into Twitch, the popular live streaming platform. How can she bring over her large Instagram audience? Side Hustle...
#2002 - Q&A: "I tried donation-only yoga, but no one donated..."
June 25, 2022
Today we hear from a yoga teacher who offers a class at a nearby community center. It went well, except for one problem: her...
#2001 - Failure Friday: “Don’t let customers pay after services have been rendered…”
June 24, 2022
In this week’s Failure Friday segment, we hear from the owner of a tutoring business. After getting paid for a successful session, she...
#2000 - Side Hustle School Celebrates 2,000 Consecutive Episodes!
June 23, 2022
It’s true, we’ve been making Side Hustle School every single day since January 1, 2017. Thanks for tuning in! The best is yet to come....
#1999 - Q&A: “Can I offer a permanent price discount?”
June 22, 2022
Our listener has seen furniture stores offer non-stop sales. Is there any reason they can’t have a sale that never ends in their...
#1998 - Hollywood Video Editor Shoots for the Stars
June 21, 2022
An ambitious video editor (who also runs many side hustles!) uses a string of $5/month Craiglist ads to land thousands of dollars in...
#1997 - First $1,000: “No one in Boston could find a good pierogi…”
June 20, 2022
In this week’s First $1,000 segment, we hear from the co-founder of Jaju Pierogi, a line of delicious Polish snacks now stocked in...
#1996 - Q&A: “I'm being headhunted... for my side hustle!”
June 19, 2022
Our listener’s side project was so successful that an outside company wants to hire him. That wasn’t exactly the goal, though. Side...
#1995 - Q&A: “I have 20 years of experience … how do I pick a niche?”
June 18, 2022
Today’s caller draws on a lot of experience in production, branding, and more. She now wants to strike out on her own, but feels...
#1994 - Failure Friday: “We tried to be everything to everyone…”
June 17, 2022
In this week’s Failure Friday segment, we hear from the founder of Cleanlots, a parking lot cleanup service that’s been operating for...
#1993 - TBT: San Francisco Service Delivers Healthy Meals
June 16, 2022
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the owner of a California meal prep company. His...
#1992 - Q&A: “How can I sell on a platform like NextDoor?”
June 15, 2022
NextDoor is not primarily designed as a platform for you to go crazy and sell a bunch of stuff. If you want to sell there—what do you...
#1991 - Digital Illustrator Crafts Creative Designs
June 14, 2022
An American expat living in France draws on her artistic ability and heritage to sell multiethnic graphic illustrations. Side Hustle...
#1990 - First $1,000: “I wanted to be the guy with a laptop on the beach…”
June 13, 2022
In this week’s First $1,000 segment, we hear from the founder of Maid This, a cleaning company that grows to millions of dollars in...
#1989 - Q&A: “I’m offering executive coaching at a high price…”
June 12, 2022
Today’s caller is on their second attempt with a coaching service for busy executives. It’s a big-ticket item, but the first round...
#1988 - Q&A: “Can you make more from courses than anything else?”
June 11, 2022
It’s a common path to go from being a Creator in a certain field to teaching people how to do something similar—so why not skip a step...
#1987 - Failure Friday: “I acted like an inexperienced order-taker…”
June 10, 2022
In this week’s Failure Friday segment, we hear from a writer who now earns a six-figure income from her freelance work. In the...
#1986 - TBT: Luggage Storage Business Attracts Copycats
June 9, 2022
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the owner of a luggage storage business for tourists. It...
#1985 - Q&A: “Best way to get to market with nutrition bar…”
June 8, 2022
A listener is launching an “all-in” protein bar. It’s a crowded market, but they’re, well, all-in. How can we help them get on the...
#1984 - Data Scientist Profits from Viral Article
June 7, 2022
After her Medium article gains attention, a data scientist creates an online community and series of courses, resulting in a new source...
#1983 - First $1,000: “I’ll never forget the moment I got paid…”
June 6, 2022
In this week’s First $1,000 segment, we hear from Jennifer Sobel, a belly dancing coach (!) who takes her program online. It’s now a...
#1982 - Q&A: “Can I tell people where to find fake luxury goods?”
June 5, 2022
A listener wants to sell a guide to replica luxury goods. She’s not going to sell the items themselves, just the information. Is this a...
#1981 - Q&A: “How much time do people spend on these projects?”
June 4, 2022
If you have at least one side hustle already, is it a couple hours a week, taking over your life, or somewhere in between?Side Hustle...
#1980 - Failure Friday: “We locked ourselves in a room for six months to build it…”
June 3, 2022
In this week’s Failure Friday segment, we hear from the co-founder of Sports Bookr, a service that helps sports facilities with online...
#1979 - TBT: Voiceover Artist Grows Business With Gusto
June 2, 2022
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a full-time voiceover artist. It started from a podcast...
#1978 - Q&A: “How do I market and get my first customers?”
June 1, 2022
Our caller today is like a lot of listeners: when the time comes to start a project, how do you market and attract your first...
#1977 - This Balloon-Popping Tool Strikes Helium Gold
May 31, 2022
A graphic designer flies high with an invention to bring balloons down to earth. Side Hustle School features a new episode EVERY DAY,...
#1976 - First $1,000: “I wasn’t sure what to do, so I started selling sports cards…”
May 30, 2022
In this week’s First $1,000 segment, we hear from a Los Angeles consultant who begins buying and reselling sports cards during the...
#1975 - Q&A: “When do I let go of an unprofitable idea?”
May 29, 2022
Today’s caller is at a crossroads: should she keep pursuing her side hustle idea even though it hasn’t been profitable?Side Hustle...
#1974 - Q&A: “If everyone learns SEO, how can you ever win?”
May 28, 2022
Should you bother trying to optimize your website for search engines? Our caller wonders if it’s an arms race that no one can win. Side...
#1973 - Failure Friday: “Offensive Greeting Cards” Lost in Post
May 27, 2022
In this week’s Failure Friday segment, we hear from the founder of a line of “rude, offensive greeting cards” in the UK. As his business...
#1972 - TBT: Mixed Media Artist Sews Up Side Earnings
May 26, 2022
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a New Hampshire fabric artist. She’s built a seamless...
#1971 - Q&A: “Is it ever too early to post on social media?”
May 25, 2022
At what point in your new hustle should you start posting on social media—should it be before you even have a product or service, or is...
#1970 - Charcuterie Boards Cure Couple's Pandemic Woes
May 24, 2022
A midwestern couple makes cash out of catastrophe, reinventing themselves during the 2020 lockdown. Side Hustle School features a new...
#1969 - First $1,000: “I couldn’t believe I got paid playing a game I loved…”
May 23, 2022
In this week’s First $1,000 segment, we hear from the founder of StartPlaying.Games, a hub for professional dungeon masters who...
#1968 - Q&A: “I’m trying to sell tickets to a Mexican version of Bingo…”
May 22, 2022
A caller from Mexico City is starting a Lotería, a Mexican version of Bingo. How can she get people to buy tickets? Side Hustle School...
#1967 - Q&A: "I got a nasty email from my competitor..."
May 21, 2022
This listener just heard from their competition—and the competition isn’t happy. How should they respond? Side Hustle School features a...
#1966 - Failure Friday: “80% of our customers never returned…”
May 20, 2022
In this week’s Failure Friday segment, we hear from the founder of Plate Crate, a baseball-themed subscription service. Business was...
#1965 - TBT: Adventurous Kitchen Tool Set Goes Global
May 19, 2022
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the founder of QD Foodie, a kitchen tool collection that...
#1964 - Q&A: “Why do people buy courses when YouTube is free?”
May 18, 2022
If knowledge is free, why does anyone pay for it? Side Hustle School features a new episode EVERY DAY, featuring detailed case studies...
#1963 - Head-to-Toe Holistic Skincare Biz Shows Moxie
May 17, 2022
With startup costs of $150 from a tax refund, this single mom teaches the science of healthy skin with simple, small batch skincare...
#1962 - First $1,000: Bulldog Blogger Builds Bow-Wow Biz
May 16, 2022
In this week’s First $1,000 segment, we hear from the creator of FrenchieJourney.com, a boisterous blog and bedazzling resource for fans...
#1961 - Q&A: “What are the most profitable niches for teaching?”
May 15, 2022
Some topics or niches are much more profitable than others. Today’s caller is wondering if we can cut to the chase and just give him a...
#1960 - Q&A: “How can I get YouTube’s algorithm to like me??”
May 14, 2022
Today’s caller is making a YouTube series, but not getting the traction he’d like. Is there anything he can do to have his videos seen...
#1959 - Failure Friday: “Switchasaurus” Card Game Almost Goes Extinct
May 13, 2022
In this week’s Failure Friday segment, we hear from the inventor of “Switchasaurus,” a dinosaur card game. When his first supplier under...
#1958 - TBT: Boise Woodworking Team Upgrades Toolkit
May 12, 2022
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from an Idaho woodworker. As more people have moved to the...
#1957 - Q&A: “I have a tricky ethical situation with my day job…”
May 11, 2022
What happens when your day job brings you a lead for your side hustle? This caller faces an ethical dilemma, as well as a practical one....
#1956 - College Student Turned Fashion Influencer Earns $140,000
May 10, 2022
Fascinated by the influencer life, a university student creates a fashion blog that earns real money, thanks to SEO and Pinterest. Side...
#1955 - First $1,000: Digital Art Reaches Physical Homes Worldwide
May 9, 2022
In this week’s First $1,000 segment, we hear from the co-founders of Wandercolors. Together, they produce digital art of iconic travel...
#1954 - Q&A: “I’m giving lots of consultations, but making few sales…”
May 8, 2022
Today’s listener is experiencing lots of demand for the free version of her coaching offer, but not the paid one. Let’s see if we can...
#1953 - Q&A: “I think my client ghosted me…”
May 7, 2022
We’ve all been there—ghosted by someone we liked. In this case, a designer nearly lands the perfect client, but then the client goes...
#1952 - Failure Friday: “I naively thought the influencers would bring sales…”
May 6, 2022
In this week’s Failure Friday segment, we hear from an Australian who owns an ecommerce business offering mindful toys and gifts....
#1951 - TBT: “Mozart for Munchkins” Gives Encore Performance
May 5, 2022
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the founder of Mozart for Munchkins. The group produces...
#1950 - Q&A: “Can you really just right-click and save an NFT?!”
May 4, 2022
Today’s caller wants to know: can you really right-click and save someone else’s NFT to your computer? And if you can, can you then sell...
#1949 - Travel Membership Program Earns $300,000/Year
May 3, 2022
This travel writer found the ticket to a thriving membership site, helping families book airfare for less. Wheels up! Side Hustle School...
#1948 - First $1,000: “I took a salary cut of fifty per cent…”
May 2, 2022
In this week’s First $1,000 segment, we hear from a globetrotting Australian who owns an ad agency. He took a 50% salary cut to learn...
#1947 - Q&A: “I’m overwhelmed with too many inquiries…”
May 1, 2022
Today’s caller has a different sort of problem than most people who struggle to get off the ground: her business is going so well that...
#1946 - Q&A: “’Spaced repetition’ practice with overseas tutors?”
April 30, 2022
Today’s listener has an intriguing idea: to aid in memory retention using spaced repetition—but with outsourced tutors from other...
#1945 - Failure Friday: “They just weren’t interested in what we were selling…”
April 29, 2022
In this week’s Failure Friday segment, we hear from the co-owner of a business that livestreams weddings. When Covid struck, they...
#1944 - TBT: Upcycled Journals Provide Renewable Income
April 28, 2022
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the owner of Just My Type, a creative bookbinding...
#1943 - Q&A: “I’d like to start a Supreme Court fan club…”
April 27, 2022
This judicial fan club will provide updates, commentary, and memorabilia in the form of a subscription box. How can our listener ensure...
#1942 - Ottawa Teacher Finds “Unexpected Journey” After Retirement
April 26, 2022
A newly retired teacher capitalizes on the unique spots around Canada’s capital city. Side Hustle School features a new episode EVERY...
#1941 - First $1,000: “My roommate threw a wad of hundred-dollar bills on the table…”
April 25, 2022
In this week’s First $1,000 segment, we hear from Silver Picker, a college student turned coin reseller who earned $10,000 one summer...
#1940 - Q&A: “How can I grow my podcast without social media?”
April 24, 2022
A high school student has been hosting a podcast and wants to reach more people—but without using social media. What should she try...
#1939 - Q&A: “Has my apprenticeship gone on for too long?”
April 23, 2022
The right kind of apprenticeship can work well for both parties. The wrong kind can be, well, terrible. How do you know the difference,...
#1938 - Failure Friday: “My app kept crashing during the big pitch…”
April 22, 2022
In this week’s Failure Friday segment, we hear from the founder of iGoal.io, a project management tool. An early pitch to a major...
#1937 - TBT: Mural Painter Follows Signs to New Career
April 21, 2022
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a land surveyor who changes careers when he discovers an...
#1936 - Q&A: “Can I file a small claims suit against a big business?”
April 20, 2022
Today’s caller is having a frustrating experience: they aren’t getting paid for work they’ve completed! Can they take their client to...
#1935 - Orthodontic Marketer Knows the Drill
April 19, 2022
This marketer puts his money where his mouth is, striking gold by helping orthodontists market their business. Side Hustle School...
#1934 - First $1,000: Running Coach Strides to Finish Line
April 18, 2022
In this week’s First $1,000 segment, we hear from Jason Fitzgerald, a fitness coach and founder of StrengthRunning.com. Two years after...
#1933 - Q&A: “Earn $10,000 with 1,000 subscribers—how to do it?”
April 17, 2022
This listener has a resolution: to start a blog and earn $10,000, in addition to getting their first 1,000 subscribers. What’s the best...
#1932 - Q&A: “Can I get sponsors for a podcast that doesn't exist?”
April 16, 2022
We’ve talked about how to get sponsors for a podcast—but what if the podcast is new and hasn’t released any episodes yet? Side Hustle...
#1931 - Failure Friday: “I walked away at the last minute…”
April 15, 2022
In this week’s Failure Friday segment, we hear from the founder of Wastewell, a curbside composting pickup service. After landing a...
#1930 - TBT: Custom Stamp Business Doubles Sales During Pandemic
April 14, 2022
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the owner of a custom stamp business in Austin,...
#1929 - Q&A: “How do I choose a revenue model for my coaching business?”
April 13, 2022
Most successful coaches have more than one source of income—but if you’re starting out and need to pick only one, which should you...
#1928 - Woodworking Dad Nets $2,000/Month
April 12, 2022
Going against the grain of boring, plain Jane doors, this side hustler jazzes them up with paint, glass, and custom decals.Side Hustle...
#1927 - First $1,000: “I didn’t think of myself as an expert…”
April 11, 2022
In this week’s First $1,000 segment, we hear from the founder of a business that sold bamboo baby products on Amazon. She got so many...
#1926 - Q&A: “Best platform for handmade crochet items?”
April 10, 2022
A listener is ready to sell her handmade crochet items, including baby blankets and seasonal decorations. What’s the best platform for...
#1925 - Q&A: “Can you really earn 150% interest through DeFi?”
April 9, 2022
Decentralized finance, also known as DeFi, offers the chance to earn high levels of interest (often 150% or more) in exchange for...
#1924 - Failure Friday: “I’ve never talked openly about what I’m working on…”
April 8, 2022
In this week’s Failure Friday segment, we hear from the founder of Reciple.com, which offers ad-free recipes from small creators. A...
#1923 - TBT: NYC Pet Sitter Saves $200,000
April 7, 2022
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a prolific pet sitter who leaves a career in medicine to...
#1922 - Q&A: How can I sell my delicious hot chocolate recipe?
April 6, 2022
Today’s caller wants to sell hot chocolate! Or actually, she wants to sell her popular hot chocolate *recipe* without scaling the...
#1921 - Intelligence Officer Cracks Code with 7-Figure Course
April 5, 2022
A self-taught web developer and former U.S. intelligence officer teaches 2,500 women how to build WordPress sites. Side Hustle School...
#1920 - First $1,000: “It doesn’t sound like much, but it meant the world to me…"
April 4, 2022
In this week’s First $1,000 segment, we hear from the founder of Katie Goes Platinum, a blog for women embracing their natural hair...
#1919 - Q&A: Which is better: direct or indirect income?
April 3, 2022
A listener has a clear business idea, but isn’t clear about the revenue model. They can get paid through affiliate and advertising...
#1918 - Q&A: Is my business idea a pyramid scheme?
April 2, 2022
It’s not often that someone calls in and says, “Am I running a pyramid scheme?” … but that’s basically what we’ve got here today.Side...
#1917 - Failure Friday: “They said it was a wonderful opportunity…”
April 1, 2022
In this week’s Failure Friday segment, we hear from a private chef who sets out to bring the restaurant experience to your home. Along...
#1916 - TBT: “Auction Sisters” Raise Millions for Charities
March 31, 2022
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from one-half of the Auctionisters, two sisters who work as...
#1915 - Q&A: Should I pursue three ideas or just one?
March 30, 2022
Today’s caller has a dilemma: they have three independent ideas and aren’t sure whether they should eliminate any of them. How can they...
#1914 - Las Vegas Wedding Officiant Bets on Red
March 29, 2022
A car rental consultant goes from Hertz to hearts with a six-figure side hustle. Side Hustle School features a new episode EVERY DAY,...
#1913 - First $1,000: “I wanted to keep well-trained wellness providers in business…”
March 28, 2022
In this week’s First $1,000 segment, we hear from Brooke Thomas, a longtime wellness practitioner who sets out to start a “healing arts...
#1912 - Q&A: How to sell services to people caring for older parents?
March 27, 2022
Today’s caller is interested in selling services to people caring for elderly parents. What kind of offers might he be able to...
#1911 - Q&A: How to enter the play-to-earn gaming space?
March 26, 2022
Last month on my blog, I published a 4,000 word post about DeFi Kingdoms, a blockchain game and decentralized exchange that I’ve been...
#1910 - Failure Friday: “My first customer bought out of pity…”
March 25, 2022
In this week’s Failure Friday segment, we hear from a Tasmanian seller of reusable cutlery. Business is going well now, but her early...
#1909 - TBT: “Pizza City USA” Becomes Book, Podcast, and Festival
March 24, 2022
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the founder of Pizza City USA, which offers walking...
#1908 - Q&A: Should I let my customers choose their own price?
March 23, 2022
This listener is thinking of letting her customers set their own prices. Is the pay-what-you-will pricing model revolutionary or risky?...
#1907 - Marine Resells Appliances for Extra $2,000/Month
March 22, 2022
A former Marine living in pricey California sets out to earn an extra $2,000/month by buying, fixing, and flipping washers and dryers....
#1906 - First $1,000: “I still remember the day I hit the goal…”
March 21, 2022
In this week’s First $1,000 segment, we hear from Jodi Carlson, who sells resources and materials for Girl Scout troop leaders.Side...
#1905 - Q&A: Website that offers Black Friday deals all year long?
March 20, 2022
Today’s caller is thinking of promoting Black Friday sales (and other big sales) all year long. What would this business model look...
#1904 - Q&A: Is it legal to sell a guide about magic mushrooms?
March 19, 2022
A listener wants to write a guide to Psilocybin, the mushroom-based drug that’s now legal in some states, but not most. Will they get in...
#1903 - Failure Friday: “The reality was not as awesome as the dream…”
March 18, 2022
In this week’s Failure Friday segment, we hear from a couple who operates a vintage camper rental business. In their early days, they...
#1902 - TBT: British Vintage Store Owner Supplies Clothes for Netflix
March 17, 2022
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a vintage store owner in Birmingham, England. She’s...
#1901 - Q&A: When should I go full-time?
March 16, 2022
A caller from Hawaii is wondering if it’s a good time to transition from his second part-time job into his primary side hustle. What are...
#1900 - “Geek Chic” Skincare Blogger's Persona Pays Off
March 15, 2022
A fashion and skincare blogger promotes a culture of trust using the scientific method to craft clever content online. Side Hustle...
#1899 - First $1,000: “Every day, I dropped off hundreds of orders at the post office…”
March 14, 2022
In this week’s First $1,000 segment, we hear from the creator of Dental Lace, the original zero-waste dental floss. It’s now sold in...
#1898 - Q&A: Will this “all you can craft" event venue subscription work?
March 13, 2022
Our caller today is helping out a friend who runs a local event space. Might the business be more successful with a subscription model?...
#1897 - Q&A: Should I buy a rental home with friends?
March 12, 2022
If you want to get into rental properties, does it ever make sense to do it with a group of friends—and if so, how could you avoid the...
#1896 - Failure Friday: “If I want to do good work, I can’t sacrifice my wellbeing…”
March 11, 2022
In this week’s Failure Friday segment, we hear from the creator of a card game that sparks meaningful conversations. As sales increased...
#1895 - TBT: Outdoor Hockey Brand Scores Three Assists!
March 10, 2022
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the founder of Third Assist, an ecommerce brand focusing...
#1894 - Q&A: Should we turn down Shark Tank?
March 9, 2022
Two business partners have the chance to go on Shark Tank—but they’re also having second thoughts. Should they refuse Mark Cuban’s...
#1893 - Climber Uses Life Skills to Scale Up Life
March 8, 2022
Seeking to turn his passion for climbing Ireland’s remote sea stacks into stacks of cash, a ship’s engineer becomes an adventure guide....
#1892 - First $1,000: “I sold my day job skills to a client after-hours…”
March 7, 2022
In this week’s First $1,000 segment, we hear from Joel Runyon (!), longtime friend and founder of ImpossibleHQ.com. Joel has started...
#1891 - Q&A: Can I market myself as a festival concierge?
March 6, 2022
Today’s caller is an avid concert and festival-goer. Now that big events are back in full swing (at least in some places), is there a...
#1890 - Q&A: Is it unprofessional to use Venmo for business payments?
March 5, 2022
Today’s caller uses the mobile payment service Venmo for both personal and work use—but as they’re expanding into a new business,...
#1889 - Failure Friday: “Something miraculous happened: I started making money…”
March 4, 2022
In this week’s Failure Friday segment, we hear from the founder of Birthday Buddy, an app that sends automated birthday wishes to...
#1888 - TBT: Quirky Video Animator Finds Online Fame
March 3, 2022
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from Peter Quinn, creator of amazing Instagram videos made...
#1887 - Q&A: “I’ve got a guide with Black Hat tips for sale…”
March 2, 2022
Today’s caller dares me to feature his question—and I accept the challenge! But should he really start a business selling Netflix...
#1886 - “Overlanding” Blog Offers Long-Range Travel Tips
March 1, 2022
A Romanian living in London profits from sharing his experience with extended road trips. His blog brings in more than $2,000/month!...
#1885 - First $1,000: “It felt like proof that we were doing something right…”
February 28, 2022
In this week’s First $1,000 segment, we hear from Sabrina and Garrett Ricci, the co-founders of a modern podcast focused on prehistoric...
#1884 - Q&A: What if you don't want to use social media?
February 27, 2022
This listener thinks social media is overexposed and ineffective, at least when it comes to their business. If you’re not into hashtags...
#1883 - Q&A: How can I fund my quest to run across the country?
February 26, 2022
Today’s caller wants to—wait for it—run across the United States. What an incredible, audacious goal! But of course she needs funding,...
#1882 - Failure Friday: “I dropped out of Stanford and left my business at the same time…”
February 25, 2022
In this week’s Failure Friday segment, we hear from Bryan Quoc Le, a scientist and food blogger. His early days of selling vegan banana...
#1881 - TBT: Orthodontist Invents Modern Tool for Impacted Teeth
February 24, 2022
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a North Carolina orthodontist who invents a better way...
#1880 - Q&A: “I’d like to lead a cross-country caravan tour…”
February 23, 2022
Can you get paid to lead a cross-country caravan with dozens of vehicles in a cross-country road trip? That’s what this caller...
#1879 - Online Literacy Tutoring Proves Profitable
February 22, 2022
A literacy teacher feeling frustrated with administration decides to strike out on her own, creating a surprisingly resilient business...
#1878 - First $1,000: “After 9 months, we got our first $50 sponsorship…”
February 21, 2022
In this week’s First $1,000 segment, we hear from Kelan Kline, co-founder of TheSavvyCouple.com. It took Kelan and his wife a while to...
#1877 - Q&A: How do I best prioritize what to do next?
February 20, 2022
She’s selling a set of planners for new moms struggling with postpartum depression. How can she reach the target market with her...
#1876 - Q&A: Get paid to drive a stranger’s car across the country?
February 19, 2022
Today’s question brings me back to one of my long-ago lifelong goals. Can you get paid to drive someone’s car across the country when...
#1875 - Failure Friday: “I started to realize how little I knew…”
February 18, 2022
In this week’s Failure Friday segment, we hear from Danielle Winton, a furniture reseller in Missouri. Business was going along...
#1874 - TBT: Soap Opera Star Becomes Professional Organizer
February 17, 2022
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from Regina Leeds, an actress in Los Angeles who left a...
#1873 - Q&A: “Fly as an airline courier” ... is that a thing?
February 16, 2022
Today’s caller has seen ads about becoming an independent airline courier. It sounds fun—but is this a viable business opportunity, a...
#1872 - Voiceover Couple Averages $4,500/Month
February 15, 2022
This voice actor couple is stepping up to the mic, building a legacy with A-list clients and creating generational wealth for their...
#1871 - First $1,000: “I had literally zero intention of running a business…”
February 14, 2022
In this week’s First $1,000 segment, we hear from Lindsay Gordon, who left a career at Google to become a career coach for...
#1870 - Q&A: Is the directory website model outdated?
February 13, 2022
A caller from Massachusetts has a small moving business and is thinking about adding a directory website that provides listings to...
#1869 - Q&A: “I’m building the world's most difficult scavenger hunt…”
February 12, 2022
A scavenger hunt that takes place across state lines and requires weeks to complete? That’s what our listener is putting together! Side...
#1868 - Failure Friday: “What you didn’t hear was how unfocused I was…”
February 11, 2022
In this week’s Failure Friday segment, we hear from Chelsea Raehl, who sells 3D printed cookie cutters. After starting out strong, she...
#1867 - TBT: Catholic Designer Updates T-Shirts for New Generation
February 10, 2022
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from Joe Kim, founder of PAL Campaign. Seeking to advance...
#1866 - Q&A: What kind of side hustle can I start with a chronic illness?
February 9, 2022
Today’s caller has an autoimmune disease that limits her energy. When it’s hard to commit in advance to a schedule of tasks, what kind...
#1865 - “Free Prep Course” Site Generates 7-Figure Income
February 8, 2022
A former educator schools the system, offering his test prep guides for free but generating a massive return through online advertising....
#1864 - First $1,000: “It was the Super Bowl of professional fishing…”
February 7, 2022
In this week’s First $1,000 segment, we hear from Pete Robbins, a government lawyer who gets paid to go fishing and write about it. His...
#1863 - Q&A: How can my tour business earn recurring revenue?
February 6, 2022
Today’s caller is a tour operator who hosts visiting Americans and other tourists in his home city of Barcelona. Is there a way he can...
#1862 - Q&A: How can I get med students to buy my flash cards?
February 5, 2022
This listener has made a set of flash cards to help med students memorize part of the body and other terminology. How can they reach...
#1861 - Failure Friday: “My Facebook page with 150,000 fans was taken over by hackers…”
February 4, 2022
In this week’s Failure Friday segment, we hear from the world’s leading expert on tailgating. When his popular Facebook page got hacked,...
#1860 - TBT: “Walking Dead” Sugar Cookies Provide Sustenance for Apocalypse
February 3, 2022
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from Carrie Buchanan, founder of the Bombshell Baking...
#1859 - Q&A: Should I sell guides for software application training?
February 2, 2022
A listener in Ireland wonders about selling e-books or other tools to help users with software applications like Microsoft Word or...
#1858 - Online Resume Templates Scale Recruiter’s Expertise
February 1, 2022
Turning her skills into a product allowed this corporate coach to help others at scale. Side Hustle School features a new episode EVERY...
#1857 - First $1,000: “I knew I had to do SOMETHING…”
January 31, 2022
In this week’s First $1,000 segment, we hear from a “client attraction coach” who decides to start a business sometime in the next 5-10...
#1856 - Q&A: “Buy almonds in one state, sell oranges in another…”
January 30, 2022
When we talk about arbitrage, we’re not usually talking about agricultural products—but this listener is! Can they buy almonds in...
#1855 - Q&A: Get paid to earn airline status for busy executives?
January 29, 2022
Today’s caller describes his business idea as being “truly up in the air.” Can he get paid for helping executives earn airline elite...
#1854 - Failure Friday: “If I had done any research, I would have picked a different country…”
January 28, 2022
In this week’s Failure Friday segment, we hear from Kassandra Marsh, an Australian graphic designer. When she had a new business idea,...
#1853 - TBT: “Not Your Mother’s Resumé” Service Doubles Business
January 27, 2022
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from Chelsea Opare-Addo, founder of Not Your Mother’s Resumé....
#1852 - Q&A: Should I buy a McDonald’s franchise?
January 26, 2022
Should you buy into an existing franchise? That’s what our caller is wondering about—they’re looking at investing in a Subway or...
#1851 - Conservation Scientist Designs & Sells Nonbinary Stickers
January 25, 2022
Founded by a conservation scientist on a whim, “Nonbeenary Designs” offers amusing and affirming stickers that recognize the nonbinary...
#1850 - First $1,000: “I succeeded by following contradictory advice…”
January 24, 2022
In this week’s “First $1,000” segment, we hear from the seller of Pretty Old Books. What started as an idea to sell vintage book sets on...
#1849 - Q&A: Should I sell this valuable domain name?
January 23, 2022
If you’re like me, you have way too many domains you’ve registered but never put to use. *Unlike* me, however, this listener has a...
#1848 - Q&A: “Square refunded my customer's payment!”
January 22, 2022
One of our listeners recently encountered a negative situation with their new tour guide business: they got a chargeback! How can they...
#1847 - Failure Friday: “If I could do it over again, I’m not sure I would…”
January 21, 2022
In this week’s Failure Friday segment, we hear from the founder of a business that transports bicycles to adventure sport locations in...
#1846 - TBT: Aussie Dental Blog Turns Brushheads
January 20, 2022
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the co-founder of Australia’s leading dental blog. Brace...
#1845 - Q&A: How do songs get licensed for background music?
January 19, 2022
An independent musician seeks advice on skipping out on Spotify. Royalties for most artists are dismal on streaming services—is...
#1844 - Nurse Quits Job for Six-Figure Parenting Blog
January 18, 2022
She was known as the pregnancy nurse—and she did so well talking to parents that she quit her job to run a popular parenting blog. It...
#1843 - First $1,000: “Beekeeping is forced zen: be present or get stung!”
January 17, 2022
In this week’s “First $1,000” segment, we hear from Frank Mortimer, the self-described “Bee Man of New Jersey.” In his initial foray...
#1842 - Q&A: Should I hire a designer or do it myself?
January 16, 2022
When should you hire a designer and when should you “just get it done” on your own? In this listener’s case, she’s really not sure—let’s...
#1841 - Q&A: “The Super Mario Bros. civil war reenactment…”
January 15, 2022
Today’s caller has an idea to remix a historical event for a new generation. Forget about civil war reenactments—they want to create a...
#1840 - Failure Friday: “We spent countless hours making videos no one watched…”
January 14, 2022
In this week’s Failure Friday segment, we hear from the co-founder of Master ABA, a site that helps families and professionals help...
#1839 - TBT: Prize Fighter Leaves Ring for Soulful CBD Sales
January 13, 2022
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from Mike Lee, the co-founder of Soul CBD. After a successful...
#1838 - Q&A: “An old-school magazine about old-school businesses…”
January 12, 2022
This caller wants to start a print publication—nothing digital! What’s the business model of this potential business magazine? Side...
#1837 - Lifelong Toy Car Fan Becomes Mega Dealer
January 11, 2022
A chance encounter at a funeral leads to a second act reselling vintage toy cars. Side Hustle School features a new episode EVERY DAY,...
#1836 - First $1,000: “I had to spend $20,000 to make $1,000…”
January 10, 2022
In this week’s “First $1,000” segment, we hear from the creator of Metaphor Dice, the writing tool that plays like a game and helps you...
#1835 - Q&A: What if a company hires you and doesn’t pay up??
January 9, 2022
After a friend had a negative experience working for a company that didn’t pay up, our caller wants to make sure this doesn’t happen to...
#1834 - Q&A: Should I stick to my plan or accept other offers?
January 8, 2022
When you have a particular business model in mind but people want to pay you for something else—what do you do? Side Hustle School...
#1833 - Failure Friday: “My complacency set in over time…”
January 7, 2022
In this week’s Failure Friday segment, we hear from Brock McGroff, founder of TheModestMan.com. While he was focused on other things,...
#1832 - TBT: Rocket Scientist Tutoring Reaches Zero Gravity
January 6, 2022
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from Thais Lage, the young founder of a Florida tutoring...
#1831 - Q&A: “I’d like to sell an Apple Watch guide…”
January 5, 2022
Today’s listener wants to make money helping people set up and get the best use out of their new smartwatch. What’s the best course of...
#1830 - Self-Published Kindle Books Produce Full-Time Income
January 4, 2022
A government administrator builds an offramp to his day job by self-publishing books using Kindle Direct Publishing. Side Hustle School...
#1829 - First $1,000: “Don’t give up—your future self will thank you!”
January 3, 2022
In the first version of a brand-new segment for 2022, we hear from Deya Aliaga Kuhnle, the founder of DBM Bootcamp. She now runs a...
#1828 - Q&A: How to monetize a year of 40 side hustles?
January 2, 2022
Today’s listener wants to start 40 side hustles in 2022! Let’s see how we can support his ambitious project. Side Hustle School features...
#1827 - New Year, New Season! Here’s What’s Coming Up
January 1, 2022
We’re back with an all-new season! Here’s how year six (!) of Side Hustle School will work. Among other highlights: a new weekly...
#1826 - Failure Friday: Self-Guided London Food Tours Fail to Excite
December 31, 2021
Happy New Year’s Eve! In this week’s Failure Friday segment, we hear from Jennifer Earle, founder of Chocolate Ecstasy Tours. With her...
#1825 - TBT: “Radical Tea Towels” Promote Historical Progress
December 30, 2021
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the co-founder of Radical Tea Towels, a British family...
#1824 - Q&A: Can you import contact lenses for resale?
December 29, 2021
A listener thinks he’s found the ultimate arbitrage market—right before his eyes! Can he import contact lenses from outside the U.S....
#1823 - New App Designer Jumps Into No-Code Development
December 28, 2021
A nomadic designer launches an app development career in Switzerland, creating more than ten apps in a single year. Show notes:...
#1822 - Q&A: What's the best platform for my idea?
December 27, 2021
Do you start with your idea, or start with the ideal platform for your idea? Today’s caller wants to remain “platform agnostic.” How...
#1821 - Marketing Analyst Serves Up Gluten-Free Profit
December 26, 2021
A home chef draws on her food limitations to whip up a popular blog that earns $5,000/month from ad revenue. Show notes:...
#1820 - SPECIAL Q&A: Overnight delivery impacted by supply chain crisis
December 25, 2021
A very special listener question came in overnight—all the way from the North Pole! Let’s see if we can help this caller with an urgent...
#1819 - Failure Friday: “I had to take a hard look at my business model…”
December 24, 2021
In this week’s Failure Friday segment, we hear from Allen Chiang, the owner of Retro Radio Farm. At first, he has too much business to...
#1818 - TBT: Home Haircut Tool Brushes Into Walmart
December 23, 2021
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the founder of The Cut Buddy, a tool for home haircuts....
#1817 - Q&A: How much money can you make per subscriber?
December 22, 2021
When you’re building an email list and maintaining long-term relationships with subscribers, you want to know how much money those...
#1816 - ‘Jack n ginger’ Admin Designs Island-Life Jewelry
December 21, 2021
Drawing on inspiration from the islands of Hawaii, this office manager earns up to $4,000/month part-time with her island-style jewelry...
#1815 - Q&A: How is side hustling dependent on the broader economy?
December 20, 2021
If you have an existing side hustle—or plan to start one—do you need to pay attention to what’s happening in the economy? Show notes:...
#1814 - Freelance Writer Publishes Sixty Articles Each Month
December 19, 2021
A freelancer finds her niche in the financial world, bringing in over six figures a year writing part-time. Show notes:...
#1813 - Q&A: Video game developer wants to 'build in public'
December 18, 2021
Our listener has an idea to design and code a mobile game in public, using a platform like Twitch. How can she attract followers? Show...
#1812 - Failure Friday: “We went all-in on applying for a $2 million grant…”
December 17, 2021
In this week’s Failure Friday segment, we hear from Suzanne Tucker, founder of Generation Mindful. Last year, her team decided to go...
#1811 - TBT: Soap Springs Eternal for Non-Profit Employee
December 16, 2021
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a soap-making adventuress who goes all-in on a squeaky...
#1810 - Should I start a new site for my food business?
December 15, 2021
This listener has an older food blog that she hasn’t updated in a while, and now she wants to convert it to an ecommerce site. Is that...
#1809 - Writing About Reality TV Becomes Rite of Passion
December 14, 2021
A journalism teacher’s love of reality TV brings success from The Real World to the real world. Show notes: SideHustleSchool.comEmail:...
#1808 - Q&A: Am I better at working for others than myself?
December 13, 2021
Today’s listener thinks she is better at working for others and is worried about whether she’s cut out for starting a side business. Is...
#1807 - Expat Teacher Draws Up Personalized Woodworks
December 12, 2021
A teacher from New Zealand moves to Japan and creates custom wood art based on personalized memories. Show notes:...
#1806 - Q&A: Can I become a paid Pokémon consultant??
December 11, 2021
Today’s caller wants to get paid to consult with obsessed Pokémon players. Millions of people worldwide play Pokémon Go (and a new game,...
#1805 - Failure Friday: “All I had to do was hit the record button…”
December 10, 2021
In this week’s Failure Friday segment, we hear from Side Hustle School team member Jedd Chang! When international travel slowed down,...
#1804 - TBT: Mystery Trip Biz Doubles Down on Thrills
December 9, 2021
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from Dave Green, the founder of Mystery Trip. His in-person...
#1803 - Q&A: Can this social worker sell “personal care swag bags”?
December 8, 2021
In today’s episode, a social worker hopes to sell swag bags as a personal care item for other social workers—but she’s struggling to get...
#1802 - CBD Oil Products Produce Big Profits
December 7, 2021
After getting help for her own anxiety, a pharmacist creates natural health products that improve the bottom line, one drop at a time....
#1801 - Q&A: What if your drop-shipper drops out?
December 6, 2021
Drop-shipping can be a great business model *sometimes*, but when you aren’t handling inventory, you’re at the mercy of the company that...
#1800 - The Blog That Laid the Golden Egg
December 5, 2021
A Wall Street accountant hatches a million-dollar business around raising chickens in her backyard. Show notes:...
#1799 - Q&A: Why do so many apps push in-app payments?
December 4, 2021
A listener is making her first app and wondering about the best way to structure payments. Also: a free idea for an app to help you...
#1798 - Failure Friday: “Our first trade show was canceled with no refund…”
December 3, 2021
In this week’s Failure Friday segment, we hear from Chris Cavallari, who sells high-quality products with a Maine vibe. In March 2020,...
#1797 - TBT: The Mushroom Kingdom of North Carolina
December 2, 2021
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the business manager of Phenomenal Fungi, which sells...
#1796 - Q&A: Where can you find products to resell over and over?
December 1, 2021
It’s easy enough to find something you can buy and sell once. But for a real moneymaker, you need a source of products you can go to...
#1795 - Unofficial Schitt’s Creek Cookbook Folds in the Cheese
November 30, 2021
Two sisters fold it all in with a self-publishing venture that tastes like success. Show notes: SideHustleSchool.comEmail:...
#1794 - Q&A: “I’d like to write a paid financial newsletter for women…”
November 29, 2021
Paid newsletters have really taken off, with some earning multiple six-figures for their writers. This listener has an astute...
#1793 - Accountant Trades Active Clients for Passive Course Sales
November 28, 2021
An American accountant living in South Africa creates a financial wellbeing course for small business owners. The passive income she...
#1792 - Q&A: How can I sell different kinds of content in a bundle?
November 27, 2021
Today’s caller is making a podcast, video series, and maybe something else. All of it will be for sale, and they aren’t sure how to...
#1791 - Failure Friday: Test Prep Tutor Gets Rejected by 100 Publishers
November 26, 2021
In this week’s Failure Friday segment, we hear from the founder of a standardized test prep service. Before he started his business, he...
#1790 - TBT: “Recovering Attorney” Operates 7-Figure Podcast Service
November 25, 2021
Happy Thanksgiving! In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a former attorney and White House...
#1789 - Q&A: How to market consulting for health professionals?
November 24, 2021
This Canadian listener is launching a learning platform for pediatric anesthesia. How can she reach her intended audience—and how can...
#1788 - Rustic Tiki Bars Turn Into Pallet-able Career
November 23, 2021
Instead of heading to the elementary school classroom, this new teaching grad earns a good living making custom tiki bars for...
#1787 - Q&A: How do people discover a new podcast?
November 22, 2021
Podcasts have a “discoverability problem”: they don't rank in search terms or get links from other sites. If you have a new show, what...
#1786 - Australian Shapes Crafty Shop During Lockdown
November 21, 2021
After discovering the life changing magic of polymer clay, an Aussie uses her time in lockdown to create a one-stop shop for the maker...
#1785 - Q&A: How to market “lockdown art” project?
November 20, 2021
A caller from New York City becomes well known for posting drawings and paintings to an Instagram account during pandemic lockdowns. Now...
#1784 - Failure Friday: “Weeks after launch, the website was totally dead…”
November 19, 2021
In this week’s Failure Friday segment, we hear from Rupert Hunt, the founder of SpareRoom.com. It’s now the world’s largest roommate...
#1783 - TBT: Pyrographic Drumsticks Blaze Profitable Path
November 18, 2021
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from Ella Cordial-Brockelsby, the owner of Cordial Greetings....
#1782 - Q&A: “I stopped writing on my blog. Should I delete it or just leave it up?”
November 17, 2021
Today’s caller started a blog with enthusiasm but then it fell into decline. What happens now? Show notes: SideHustleSchool.comEmail:...
#1781 - Fishing Charter Marketplace Hooks Clients and Guides
November 16, 2021
Two friends team up to build “Airbnb for fishing,” a marketplace of fishing trips that connects guides and clients worldwide. Show...
#1780 - Q&A: How much do app designers make?
November 15, 2021
Today’s caller wants to understand the business of app-making. What’s the average app designer income? What about the outliers?Show...
#1779 - Plant-Based Lebanese Food Goes Online
November 14, 2021
As her health improved, this Aussie of Lebanese heritage started converting meat-based recipes to vegan equivalents. She’s now sharing...
#1778 - Q&A: Can I import rain barrels from the Netherlands?
November 13, 2021
A listener loves rain barrels (this is a thing) and she’s found the perfect one in the Netherlands—but she lives in the U.S. Might she...
#1777 - Failure Friday: “No one wanted a bat house during the pandemic…”
November 12, 2021
In this week’s Failure Friday segment, we hear from the maker of “Big Bat Houses.” When demand for his product plummeted at the start of...
#1776 - TBT: Tap Dance Teacher Offers Worldwide Lessons
November 11, 2021
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from Bill Simpson, chief tap dancer of HowtoTapDance.com....
#1775 - Q&A: Best platform to host an online course?
November 10, 2021
These days, there are many options to host your online course: Thinkific, Teachable, Kajabi, and others. Is there a clear winner? Show...
#1774 - Consignment Sale Secrets: Ask to Sell Your Grandma’s Stuff
November 9, 2021
In need of extra money, an enterprising grad student starts selling his unused items online. He then branches out into consignment...
#1773 - Q&A: I launched my site and nothing happened!
November 8, 2021
Today’s listener made a website with something for sale, opened the cart for business, and no one bought anything. Womp, womp … what...
#1772 - Toronto Songwriting School Harmonizes During Pandemic
November 7, 2021
Two long-time friends work in harmony to maintain their songwriting school in the midst of pandemic disruptions. Show notes:...
#1771 - Q&A: Idea for a “road trip kit” that sells at gift shops
November 6, 2021
A listener has a cool idea: they want to sell a road trip kit. How can they put it together, and who is their ideal customer? Show...
#1770 - Failure Friday: “We hired a designer who said she could do everything…”
November 5, 2021
In this week’s Failure Friday segment, we hear from the co-founder of TuckTats, which sells temporary tattoos to cover surgical scars....
#1769 - TBT: Southern Expat Redesigns Mississippi State Flag
November 4, 2021
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from Micah Whitson, founder of a business that sells...
#1768 - Q&A: Videographer hopes to provide remote filming services
November 3, 2021
This videographer hopes to go fully virtual with his filming services. LinkedIn and other companies have done this recently—what does...
#1767 - Solitaire Game App Earns $10,000/Month
November 2, 2021
After a failed startup attempt, a developer revisits an old solitaire game he made as a side project. It now brings in a large amount of...
#1766 - Q&A: Which business models are evergreen?
November 1, 2021
Opportunities come and go, but some business models stay around forever. Aside from reselling—which we cover from time to time—what are...
#1765 - Nighttime Marathoner Has Bright Idea
October 31, 2021
Tired of wearing bulky safety gear while running at night, this competitive runner invents a better solution. Show notes:...
#1764 - Q&A Halloween Special: How to market spooky savory pastries?
October 30, 2021
Happy Halloween! In the spirit of the holiday, we have a listener in Canada who’s making a spooky treat for sale. What’s the best way...
#1763 - Failure Friday: “We failed to account for the ingredients to success…”
October 29, 2021
In this week’s Failure Friday segment, we hear from the co-founder of a business offering handmade goods from Nashville. The company’s...
#1762 - TBT: Kindle Books Produce Passive Income for Aussie Novelist
October 28, 2021
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from Kyla Gardner in Melbourne, Australia. She’s created...
#1761 - Q&A: Should I use an emergency savings fund for my side hustle?
October 27, 2021
The headline says it all: should you use an emergency savings fund for a side hustle? Get ready for a personal finance cage fight!Show...
#1760 - Scented Santa Letters Become Sold-Out Seasonal Business
October 26, 2021
A listener writes herself into a personalized letter business that earns $17,000 in three weeks. Show notes: SideHustleSchool.comEmail:...
#1759 - Q&A: How to use Instagram to market my voiceover services?
October 25, 2021
A listener wonders about using Instagram to market to companies that cast voiceover artists—and a real voiceover pro responds! Show...
# 1758 - Vacation Frustration Inspires Seven-Figure Cleaning Product
October 24, 2021
This former pharma sales rep’s invention is an Amazon bestseller, cleaning pets and showers of happy customers and bringing in more than...
# 1757 - Q&A: Buying “virtual loot bags” for resale
October 23, 2021
You can now buy—and resell—“virtual loot bags” that consist of digital in-game items … for a game that doesn’t exist. Did you catch all...
#1756 - Failure Friday: Live Theater Rebrand Meets Global Pandemic
October 22, 2021
In this week’s Failure Friday segment, we hear from Matthew Bivens, the founder of a business that helps live theaters include...
#1755 - TBT: Fighter Jet Jewelry from New Zealand
October 21, 2021
jewelry was worn by Prime Minister Jacinda Ardern as part of her encouragement to the nation. Show notes: SideHustleSchool.comEmail:...
#1754 - Q&A: What’s the 80/20 rule of side hustling?
October 20, 2021
Today’s listener is wondering about applying the Pareto principle to the world of side hustles. What can we learn—and what should we do...
#1753 - Oil Field Mechanic Becomes Handyman to Realtors
October 19, 2021
After learning that his wife was expecting twins, this oil mechanic (and Side Hustle School listener!) starts a business serving...
#1752 - Q&A: What’s the business model for empathetic listening skills?
October 18, 2021
A listener hopes to adapt his sensitivity and skill for language usage into a profitable, fair business model.Show notes:...
#1751 - Nomadic Couple Starts Vintage Camper Rental Biz
October 17, 2021
This couple combines their love for travel and vintage campers into a unique rental experience. Show notes: SideHustleSchool.comEmail:...
#1750 - Q&A: How to create a "hype coin"?
October 16, 2021
After a NYT reporter created something called “Idiot Coin,” today’s caller wants to get in on the hype coin craze while it lasts. Also:...
#1749 - Failure Friday: “I was exhausted and doing the bare minimum for my business…”
October 15, 2021
In this week’s Failure Friday segment, we hear from Julia Taylor, the owner and designer of an adventure-themed brand of totes and mugs....
#1748 - TBT: “MomBox” Expands to Popular Subscription Box Service
October 14, 2021
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from Kate Westervelt, the founder of MomBox. She’s gone from...
#1747 - Q&A: What's the best way to keep track of side hustle ideas?
October 13, 2021
Today’s listener is wondering about a good way to record and track ideas. Naturally, he’s thinking of side hustle ideas—but it really...
#1746 - Tailgate Lover Creates Product Review Business
October 12, 2021
When this insurance manager has an idea in the middle of the night, he balls in love with the intersection of entrepreneurship and...
#1745 - Q&A: Going back-to-office puts a crimp in side hustle life
October 11, 2021
Today’s listener has been operating his side hustle in secret while working remotely—and now he has to return to the office. What...
#1744 - Instructor Offers Online Wellness Classes for Seniors
October 10, 2021
This tech-savvy senior helps others find their zen with technology, all while getting paid for teaching classes through a third-party...
#1743 - Q&A: How to profit from the wild used car market?
October 9, 2021
Used car prices are sky-high! If you’re not currently selling a car, is there any way to profit from markets like these? Show notes:...
#1742 - Failure Friday: Supplier Problem Harms Client Relationship
October 8, 2021
In this week’s Failure Friday segment, we hear from an attorney who sells cork sunglasses (not at the seashore…). When a client placed a...
#1741 - TBT: Weightlifting Equipment Sets Pandemic PR
October 7, 2021
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from Mike Reed, founder of Micro Gainz, a system that helps...
#1740 - Q&A: Should I hire influencers to market my skincare products?
October 6, 2021
Today’s caller is launching her own skincare line, and is thinking of paying influencers to post about her products. Is this a good...
#1739 - Viking Geek Turns Podcasting Pro
October 5, 2021
A teenage history fan starts a podcast about vikings that grows to 50,000 downloads/month. He then becomes a podcast growth consultant,...
#1738 - Q&A: How to approach a company about a partnership?
October 4, 2021
Today’s listener has an interesting challenge: he wants to reach out to a company he bought a product from and offer to partner with...
#1737 - Crafter Fashions Upcycled Chairs Into Six-Figure Shop
October 3, 2021
A Texas crafter turns castoffs into whimsical works of art, earning a full-time income and building a sustainable business. Show notes:...
#1736 - Q&A: “I’d like to create a cohort-based course like B-School”
October 2, 2021
What are the advantages and disadvantages of structuring a course where students go through it at the same time—both for the students...
#1735 - Failure Friday: Pancake Art in Bangkok Fails to Flip
October 1, 2021
In this week’s Failure Friday segment, we hear from the co-founder of Dancakes, the world’s first international pancake art brand. We...
#1734 - TBT: Comfy Pillow Provides Seatbelt Support for Cancer Patients
September 30, 2021
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the creator of the ParkPuff, a “go anywhere” seat belt...
#1733 - Q&A: Should I become a “miles and points broker”?
September 29, 2021
This listener’s dad has an extra half million Frequent Flyer miles sitting around. The surplus has got them both thinking: is there a...
#1732 - “Going Gray” Blog Brings in $6,000/Month
September 28, 2021
When an aerospace manager decides to embrace her gray hair, she starts a blog to help others in similar situations. Show notes:...
#1731 - Q&A: How do you 'build your platform' if you're selling on Amazon?
September 27, 2021
Today’s caller has an important question: if you use Fulfillment by Amazon, how do you go about building your platform? After all,...
#1730 - 7th Grade Teacher Earns 2nd Income Writing Resumes
September 26, 2021
This English teacher has a passion for writing. After a few unexpected twists and turns in his career, he’s using his skills to help...
#1729 - Q&A: What separates a $30 course from a $1,000 course?
September 25, 2021
Some online courses cost $30, others cost $1,000 or more. What’s the difference between a lower-priced course and a higher-priced...
#1728 - Failure Friday: “Everyone in the room said ‘Turn it off!’…”
September 24, 2021
In this week’s Failure Friday segment, we hear from Jonathan Fields (!), author of Sparked. The morning his popular yoga studio received...
#1727 - TBT: “ColorHype” Owner Sells 8,000 Painting Kits
September 23, 2021
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the owner of ColorHype. Initially a local painting class...
#1726 - Q&A: Is it still a good idea to sell Merch by Amazon?
September 22, 2021
Two years ago, one of our listeners made $30,000 selling t-shirts on Amazon without stocking any inventory. Opportunities come and go,...
#1725 - “Big Dinosaur Podcast” Generates Dino-mite Profits
September 21, 2021
A dinosaur loving couple starts a podcast about their favorite ancient reptiles, hosting more than 350 episodes and now bringing in a...
#1724 - Q&A: Can I use OnlyFans for PG-rated content?
September 20, 2021
Today’s caller wants to recruit supporters on OnlyFans, but she doesn’t provide “adult” services. Is it possible to use this platform...
#1723 - Utah Dad Makes a Splash with Paddleboard Rentals
September 19, 2021
Pandemic demand for outdoor activities helped this seasonal side hustle—but what really allowed it to thrive was the owner’s use of...
#1722 - Q&A: Can I sell travel insurance packages as an affiliate?
September 18, 2021
The airlines make millions of dollars pushing useless travel insurance policies. How can you get in on the racket?? Show notes:...
#1721 - Failure Friday: “A bad hire will set you back six months…”
September 17, 2021
In this week’s Failure Friday segment, we hear from the founder of a consulting training firm. As his business grew, he went against his...
#1720 - TBT: Local Comic Book Store Expands to National Subscription Box
September 16, 2021
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the Sacramento-based co-owner of Comic Crate, a monthly...
#1719 - Q&A: Our listener won a contest to live in Airbnbs for a year!
September 15, 2021
Amazing story: one of our listeners in the UK won a contest (with 315,000 entrants) to live anywhere with Airbnb for a whole year....
#1718 - The $30,000/Month Women’s Fitness Website
September 14, 2021
When a mom of two wants to avoid returning to full time employment, she starts freelance writing. An assignment for a women’s fitness...
#1717 - Q&A: “I want to write the German immigrant's guide to the U.S…”
September 13, 2021
A listener from Germany immigrated to the U.S. several years ago. He found the legal process to be confusing, and now wants to help...
#1716 - Houseplant Biz Blossoms for Hong Kong Transplant
September 12, 2021
A Washington, D.C. resident originally from Hong Kong uses Facebook Marketplace to cultivate a $4,000/month houseplant hustle, all based...
#1715 - Q&A: Reselling for others: should I charge a flat fee or percentage?
September 11, 2021
A listener and her teenager have been getting off to a good start selling on Facebook Marketplace. They now have the chance to sell for...
#1714 - Failure Friday: Dating Profile Ghostwriter Struggles to Launch App
September 10, 2021
In this week’s Failure Friday segment, we hear from Meredith Golden, the founder of an app that provides transparency and truth in...
#1713 - TBT: Wine Tour Business Pivots During Pandemic
September 9, 2021
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the owner of Heathen Wines. After hosting tours all over...
#1712 - Q&A: Is there a way to trade plane tickets for profit?
September 8, 2021
Today’s listener has a creative idea, but also some sky-high problems to solve. Is it possible to trade unused plane tickets between...
#1711 - P.E. Teacher Livestreams Lessons to 50,000 Students
September 7, 2021
When her school district goes remote, this P.E. Teacher (and former pro volleyball player!) begins teaching daily on YouTube. Within two...
#1710 - Q&A: “I’d like to be a financial advisor for Gen Z…”
September 6, 2021
This Gen Z listener wants to become a financial advisor for her generation. How can she build her authority and platform?Show notes:...
#1709 - No Code, No Problem: Easy-to-Build Apps for Everyone
September 5, 2021
While waiting in line at a food truck, this Miami man discovers a way to build professional looking apps without learning how to code....
#1708 - Q&A: What are the ethics of paid referrals to therapists?
September 4, 2021
A listener with a YouTube channel about quitting smoking wants to earn commissions by referring viewers to therapists. What are the...
#1707 - Failure Friday: “Hundreds of people were shut out of my webinar…”
September 3, 2021
In this week’s Failure Friday segment, we hear from a boudoir photographer who diligently planned for her first webinar with 400 excited...
#1706 - TBT: Extra-Strong Coffee Supports Firefighters Nationwide
September 2, 2021
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the co-founder of Muertos Coffee. This coffee is strong...
#1705 - Q&A: How does a side hustle fit into a savings plan?
September 1, 2021
How does a side hustle fit into your overall savings plan? That’s what our listener wants to know, in response to some recent comments...
#1704 - The Six-Figure Belly Dancing Course
August 31, 2021
A digital marketer is determined to make a career out of her true passion: belly dancing! She now sells a course that brings in more...
#1703 - Q&A: How many social platforms should I post to?
August 30, 2021
A listener has an active YouTube channel and is trying to keep up with a lot of different networks, but he’s not seeing the traction and...
#1702 - Accountant Sells $20,000 in Knitting Kits
August 29, 2021
This DIYer made $20,000 in 2020 selling knitting kits on Etsy. Why did she succeed when so many other craft sellers struggle?Side Hustle...
#1701 - Q&A: “I’d like to be a medical claims adjustor, but for weddings"
August 28, 2021
A listener has an idea to become a wedding consultant who is effectively a claims adjustor, negotiating with vendors to help couples to...
#1700 - Failure Friday: “I didn’t know my business partner was a convicted felon…”
August 27, 2021
In this week’s Failure Friday segment, we hear from Alan Perlman, the founder of a drone training company. His business now brings in...
#1699 - TBT: Matchsticks Made in Heaven (and Georgia)
August 26, 2021
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a former H.R. manager who now sells matchsticks...
#1698 - Q&A: Is there an easier way to start reselling?
August 25, 2021
Reselling is quick and simple—but it’s also a lot of work, and today’s caller is looking for a shortcut. Does such a thing exist?Side...
#1697 - Lawyer Moonlights Music Production Tutorials
August 24, 2021
When a lawyer’s after-hours hobby of music production draws interest, he creates a series of video tutorials that leads budding...
#1696 - Q&A: How to start a meal prep side hustle?
August 23, 2021
Today’s listener seeks help in monetizing his experience with weekly meal prepping.Side Hustle School features a new episode EVERY DAY,...
#1695 - Finance Worker Strikes Gold with Custom Jewelry
August 22, 2021
When the daughter of a jewelry maker discovers how profitable the industry can be, she uses her skills from corporate finance to build...
#1694 - Q&A: Is there a limit to how high I can price my service?
August 21, 2021
Today’s caller believes in the idea of raising prices, but is worried about losing customers if he raises them too much. How high is too...
#1693 - Failure Friday: “We made a ton of investment … then we decided to close.”
August 20, 2021
In this week’s Failure Friday segment, we hear from Nate Martin, the founder of America’s original escape room. His business, Puzzle...
#1692 - TBT: App Helps 60,000 Women Get Paid More
August 19, 2021
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from Meggie Palmer, founder of PepTalkHer, an app that has...
#1691 - Q&A: How to become a travel agent?
August 18, 2021
Today’s listener is interested in becoming a travel agent—and yes, those still exist! Modern travel agents tend to work on specialized,...
#1690 - Product Manager Starts “Airbnb for Dungeons and Dragons”
August 17, 2021
This product manager has achieved the dream of many kids born in the 80s and 90s: he gets paid to host and run his favorite tabletop...
#1689 - Q&A: "My sister made $5,000 but feels guilty..."
August 16, 2021
A caller poses an unusual question: their sister has been doing well in a new art restoration service, but feels guilty about getting...
#1688 - ESL Teacher Resells Furniture for Big Profits
August 15, 2021
When a Missouri ESL teacher sells a couple of barstools on a whim, she begins a furniture flipping journey that leads to a full-time...
#1687 - Q&A: How can I make a course delivered by text messages?
August 14, 2021
After taking my new Idea to Income course that’s taught through text messaging, a listener wants to make their own. Good for them!...
#1686 - Failure Friday: Ice Glass Event Business Melts Down
August 13, 2021
In this week’s Failure Friday segment, we hear from the inventor of a mug made out of ice. During a big event on an unseasonably warm...
#1685 - TBT: Small 3D Printing Site Competes With Etsy
August 12, 2021
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from Nikko Mendoza, who sells 3D printing templates. After he...
#1684 - Q&A: How to launch a set of unique enamel pins?
August 11, 2021
A listener makes enamel pins with brain imagery on them. These pins are loved by neuroscientists and other professionals who work with...
#1683 - Designer Makes Magnificent Menswear
August 10, 2021
A menswear designer and new mom goes in search of flexibility and freelancing. After quitting her stable job, she pitches...
#1682 - Q&A: Is there a better way to offer discounts to customers?
August 9, 2021
Today’s caller is seeking advice on managing the discount process. Her side hustle is growing, and she’s using a smart strategy of...
#1681 - Management Consultants Create Travel-Themed Digital Art
August 8, 2021
Two friends who work as consultants create an online shop offering digital and print-on-demand travel-themed art prints. Side Hustle...
#1680 - Q&A: How do I actually sell an NFT??
August 7, 2021
WFT is an NFT? It’s a non-fungible token, also known as digital art that’s for sale to the highest bidder. In today’s extra-special Q&A...
BONUS: Last Day of “Idea to Income” Course Discount
August 6, 2021
Heads up! The “Idea to Income” course discount ends this weekend. If you haven’t signed up yet, use code IDEA at...
#1679 - Failure Friday: “I realized really quickly that no one was buying…”
August 6, 2021
In this week’s Failure Friday segment, we hear from Amy McCord Jones, the owner of Flower Moxie. In her early days, she assumed that she...
#1678 - TBT: Dating App for Dog Lovers Fetches New Users
August 5, 2021
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the co-founder of Dig Dates, a dating app for dog...
#1677 - Q&A: Did you hear about the $20 million podcast deal?
August 4, 2021
A lister has heard about a $20 million podcast deal—did that really happen?? Also, are some podcast genres or categories more profitable...
#1676 - Former Lego Instructor Makes Real Play Money
August 3, 2021
When a Lego educator has his job deconstructed due to COVID, he applies his skills in positive psychology to build a series of playful...
#1675 - Q&A: How can I market a personalized meditation app?
August 2, 2021
Millions of people use meditation apps—might there be room for a more personalized solution? That’s what today’s listener is wondering …...
#1674 - Think Inside the Subscription Box
August 1, 2021
Looking for more community, a North Carolina web agency owner starts a subscription box for female entrepreneurs. It’s supposed to be a...
#1673 - Q&A: How to make a board game from start to finish?
July 31, 2021
Today’s listener wants to make a board game. There are many steps involved, and he’ll need to learn a lot along the way. But that...
#1672 - Failure Friday: Weighted Blankets Get Weighed Down in Customs
July 30, 2021
In this week’s Failure Friday segment, we hear from a Canadian who sells weighted blankets. After scaling up to serve thousands of...
#1671 - TBT: Temporary Tattoos Cover Up Surgical Scars
July 29, 2021
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the co-founder of a temporary tattoo brand that helps...
#1670 - Q&A: Can you get paid for views on a popular social post?
July 28, 2021
A listener has written a viral Facebook post that went on to get millions of views—which is great, but can they make money from it...
#1669 - Seattle Couple Creates New “Income LiveStream”
July 27, 2021
When a married couple runs into logistical problems at their wedding, it leads to an innovative service that other engaged couples need...
#1668 - Q&A: Should I use a website template?
July 26, 2021
Today’s listener is wondering about using a website template to build his new ecommerce site. It looks like a cheap, quick, and easy...
#1667 - Tumultuous Relationship Leads to Togetherness Blog
July 25, 2021
When a young couple figures out the secret to an improved relationship, they start a blog and online course sharing their methods.Side...
#1666 - Q&A: How to break out of a sales slump?
July 24, 2021
Today’s caller from California started her side hustle last year, and it was going well! Recently, however, business has taken a turn...
#1665 - Failure Friday: Failure Friday: Tea Supply Chain Meets Its Matcha
July 23, 2021
In this week’s Failure Friday segment, we hear from Luciana Torous, the founder and owner of 3 Leaf Tea. She had relied on the same...
#1664 - TBT: Adjunct Professor Grows Interview Prep Site to 20,000 Users
July 22, 2021
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from an adjunct professor who helps data scientists prepare...
#1663 - Q&A: Does the “funnel process” really work?
July 21, 2021
An entry-level product, a medium-priced product, then an expensive one—there are variations, but this is the classic “funnel process”...
#1662 - Warehouse Manager Sells Twitter-Threads-As-a-Service
July 20, 2021
When a warehouse manager stumbles upon Twitter threads as a way to grow an audience, he taps into an under-served niche and creates a...
#1661 - Q&A: Creators of the internet, unite!
July 19, 2021
This listener has an ambitious plan to unite creators (including podcasters and YouTubers) in an informal network to gain an advantage...
#1660 - Summer Job Reselling Silver Brings in $10,000
July 18, 2021
When his roommate makes $2,000 buying and selling silver in one weekend, this college student turns off the TV and starts his own...
#1659 - Q&A: Alternative banking for cannabis products?
July 17, 2021
In many jurisdictions, sellers of medical and recreational marijuana have a huge problem: they can’t keep their money in a bank. If you...
#1658 - Failure Friday: “They refused to listen to my big pitch…”
July 16, 2021
In this week’s Failure Friday segment, we hear from the woman who invented the “peeLUX.” When she tries to pitch her product to the...
#1657 - TBT: Romance Novel Editor Goes All-In
July 15, 2021
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a freelance romance novel editor who’s recently quit her...
#1656 - Q&A: How to stay motivated when other people have the same business idea?
July 14, 2021
Today’s listener has several business ideas related to her love of plants, and is looking for some direction. Let’s see if we can plant...
#1655 - Cheese Connoisseur Makes Legen-dairy Creations
July 13, 2021
When a remote worker wants to show appreciation for healthcare staff, she stumbles upon an untapped market for charcuterie and cheese...
#1654 - Q&A: This candle business is on fire!
July 12, 2021
A listener in London wants to sell candles with inspirational quotes and artwork featuring Black women, and wonders if her idea is too...
Ep. 1653 - Real Estate Agent Profits from Bulk Mail Biz
July 11, 2021
Processing direct mail—as in, old-school snail mail—has freed this real estate agent from financial stress.Side Hustle School features a...
#1652 - Q&A: “I’m running the numbers on a subscription service…”
July 10, 2021
Today’s listener is trying to forecast profits for her subscription service, and wants to know what seems like a reasonable...
#1651 - Failure Friday: Failure Friday: “They promised the boat would be ready… but it wasn’t.”
July 9, 2021
In this week’s Failure Friday segment, we hear from an Australian who leads small-ship Mediterranean tours. When he commissions a new...
#1650 - TBT: Hydroponic Indoor Plant System Branches Out
July 8, 2021
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the founder of IG Works. The company specializes in...
#1649 - Q&A: How to profit from electric vehicle credits?
July 7, 2021
The federal government offers a $7,500 tax credit for most electric vehicle (EV) purchases, and many states offer additional credits as...
#1648 - Digital Marketer’s Playlist Skills Pay Off
July 6, 2021
A tech-savvy marketer in Charleston, South Carolina seeks to expand her side gig as a music bingo host. Did someone say ‘BINGO’?Side...
#1647 - Q&A: "I fell for a scam and want to help others..."
July 5, 2021
After falling for a frustrating phone scam, our listener has an idea to turn the experience into a lesson for others. Is there a way he...
#1646 - “Side Hustle Bread” Insta Account Sells $100,000
July 4, 2021
As a joke, a baking hobbyist starts an Instagram account selling bread—but it quickly becomes a full-fledged business that brings in...
#1645 - Q&A: Is there a market for online stand-up paddleboard lessons?
July 3, 2021
Is there a limit to what can be done online? Today’s caller is testing it! Let’s consider if there’s a way she can teach stand-up...
#1644 - Failure Friday: Antiracism Interest Grows, But What Do Clients Want?
July 2, 2021
In this week’s Failure Friday segment, we hear from the founder of an agency that supports workplace inclusion and antiracism. Her...
#1643 - TBT: Sexual Wellness Site Revs Up Reviews
July 1, 2021
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a sex-positive blogger who publishes a site that reviews...
#1642 - Q&A: Does it matter which email list software I choose?
June 30, 2021
Today’s listener just got her website up (whoo hoo!) and now she’s wondering about the next step: which company to use for her email...
#1641 - Social Studies Teacher Gains 1.5 Million TikTok Followers
June 29, 2021
When a teacher looks for a way to connect with her students during lockdown, she starts her own TikTok account and goes to the head of...
#1640 - Q&A: How does "yield farming" work?
June 28, 2021
Did you know you can earn interest (sometimes at very high rates) for “staking” digital currencies? It’s a wild world full of risk,...
BONUS: The Post-Pandemic Economy
June 28, 2021
In this special episode, Chris Guillebeau talks with Tim Welsh, Vice Chair of Consumer and Business Banking at U.S. Bank. Tim tells us...
#1639: Graduate Uses Equestrian Art to Canter Out of Debt
June 27, 2021
When a psychology graduate wants to pay off $65,000 in debt, she takes life by the reins and learns to scale her equestrian art...
#1638 - Q&A: How to sell a podcast as a paid subscription?
June 26, 2021
Apple Podcasts, Spotify, and presumably some other networks are all jumping on the premium podcast train. If you want to start one—a...
#1637 - Failure Friday: “It took me way too long to bounce back…”
June 25, 2021
In this week’s Failure Friday segment, we hear from a personal finance blogger who gets zero response to a coaching program he’s excited...
#1636 - TBT: When the Pandemic Hit, This Product Went Up 70x
June 24, 2021
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the co-inventor of a device that allows public restroom...
#1635 - Q&A: "I want to sell a spreadsheet to track fitness goals…”
June 23, 2021
Our caller today has an idea that’s a combination of old-school and new school: a spreadsheet to track your fitness goals. How much...
#1634 - Peace Corps Alum Tutors U.S. Military Recruits
June 22, 2021
When a Peace Corps alumnus uses his teaching skills to help a friend, he discovers that many military recruits need help preparing for...
#1633 - Q&A: “How to start a membership community around self-growth?”
June 21, 2021
Today’s listener wants to start a membership community centered around self-growth. So far, so good—but what’s the best way to introduce...
#1632 - Food Scientist Cooks Up Juicy Profits
June 20, 2021
Instead of working in R&D or academia, a PhD picks another path by honing his skills as a freelance writer focused on food science. It...
#1631 - Q&A: Is it crazy to run an online bookstore?
June 19, 2021
Today’s listener has a Black-owned independent children's bookstore. Online sales weren’t a priority until the pandemic, but now she’s...
#1630 - Failure Friday: “Pitching to executives felt like an awful first date…”
June 18, 2021
In this week’s Failure Friday segment, we hear from a military spouse who sells punny greeting cards. When she’s called to pitch her...
#1629 - TBT: Rosemary Beads Count Off Extra Income
June 17, 2021
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a Chicago-based maker of rosary beads and other...
#1628 - Q&A: “I’m your worst student … what should I do?"
June 16, 2021
Today’s listener is feeling stuck. They’ve tried everything—or at least, a lot of things—and still aren’t sure how to go from idea to...
#1627 - Teen Blogger Draws Up Design Company
June 15, 2021
A college student who’s been starting blogs since she was fifteen discovers a talent for design that translates to dollars. Side Hustle...
#1626 - Q&A: “I’d like to become a professional ‘complaint coach’”
June 14, 2021
This listener is really good at complaining to big companies when things go wrong. Is there a way he can turn this skill into a service?...
#1625 - Zen Master Makes Mindful Moola
June 13, 2021
When a marketing manager gets a pandemic pay cut, he meditates on options and creates a wellness blog. Side Hustle School features a new...
#1624 - Q&A: “Personal Shark Tank” looks for investors, but with a twist
June 12, 2021
Our caller is seeking direct investors for his big idea. Would you give him money in return for a percentage of potential profits? Side...
#1623 - Failure Friday: Overwork Leads to 3am Emergency Room Visit
June 11, 2021
In this week’s Failure Friday segment, we hear from the owner of a design studio who works herself into the emergency room. Side Hustle...
#1622 - TBT: Tea-riffic Business Holds Up Under Pressure
June 10, 2021
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a hardworking tea brand owner. She’s climbed a steep...
#1621 - Q&A: Can I get paid in Bitcoin without converting to dollars?
June 9, 2021
PayPal allows you to accept cryptocurrency payments, but then converts those payments into fiat currency (like dollars or pounds). Is...
#1620 - Savvy Couple Grows Finance Blog into Six Figure Business
June 8, 2021
It took nine months to get to $50—but soon afterwards, the tide began to turn for this husband and wife duo who wanted to get out of...
#1619 - Q&A: “Help! My sister is pressuring me to join her MLM…”
June 7, 2021
Today’s caller is hoping to avoid an awkward family discussion about network marketing. Side Hustle School features a new episode EVERY...
#1618 - Accountant Shifts Gears To Renting Out Cars
June 6, 2021
When an Atlanta accountant discovers the sharing economy, he wheels and deals his way to owning an entire fleet of cars. Side Hustle...
#1617 - Q&A: Can I get paid to help iPhone owners switch to Android?
June 5, 2021
Today’s listener wants to serve the masses of people who buy Apple products but would shop for Android and PC devices if they knew what...
#1616 - Failure Friday: “The client ordered the most expensive thing on the menu…”
June 4, 2021
In this week’s Failure Friday segment, we hear from a “Reddit Secret Santa” who builds a whole business around an idea that started as a...
#1615 - TBT: Premium Cocktail Pins Offer “Negronis for Your Homies”
June 3, 2021
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the co-founder of a cocktail pin merchant. Bottoms up!...
#1614 - Q&A: How do income-share agreements work?
June 2, 2021
A listener has learned about income-share agreements, where college tuition or other learning costs aren’t due until after graduation....
#1613 - Monogrammed Blanket Etsy Shop Measures Up
June 1, 2021
A simple embroidery shop becomes a six-figure blanket biz, podcast, and online course. Side Hustle School features a new episode EVERY...
#1612 - Q&A: “Help! My lifestyle site is stuck at a plateau…”
May 31, 2021
A listener’s lifestyle site started well, but can’t seem to get past an early-stage plateau. What should she do? Side Hustle School...
#1611 - Intern Manages Businesses For Six-Figure Income
May 30, 2021
When a corporate intern searches for an off-ramp, she creates a new job title that leads to a full-time income and new online course....
#1610 - Q&A: Will my web host design my website?
May 29, 2021
A listener wants to know if their web host offers a “full service” option, or if it’s better to find another way to get the job done....
#1609 - Failure Friday: “My D.C. tour business was down 89%…”
May 28, 2021
In this week’s Failure Friday segment, we hear from a Washington, DC tour guide who loses nearly all of his side income due to COVID-19....
#1608 - TBT: Diabetic Travel Blogger Embraces #VanLife
May 27, 2021
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from an Irish travel blogger with type 1 diabetes. She’s...
#1607 - Q&A: How to best use a time of unemployment?
May 26, 2021
A listener who experiences a layoff has a severance package that lasts two months. In addition to looking for full-time work, how can he...
#1606 - Sports Cards Trading Hobby Becomes Pandemic Payday
May 25, 2021
When a perennial side hustler reconnects with his childhood hobby of sports trading cards, he brings in more than $20,000. Side Hustle...
#1605 - Q&A: What’s the best way to market a guide to airline lounges?
May 24, 2021
A listener wants to make an airline lounge access guide to help more people experience these magical places. What’s the best approach to...
#1604 - French Bulldog Blog Fetches Extra Bones
May 23, 2021
After introducing a French bulldog into the family, a man finds a way to get paid blogging about it. Side Hustle School features a new...
#1603 - Q&A: How to become an affiliate manager for large launches?
May 22, 2021
Some product launches have an “affiliate manager” who coordinates promotion efforts. How can our listener offer this service on a...
BONUS: Planning for a New Tomorrow, Part III
May 21, 2021
An asymmetrical opportunity is one where the risk is low but the possible reward is high. Starting a small business on a low budget is a...
#1602 - Failure Friday: “I thought I had the Midas touch...”
May 21, 2021
In this week’s Failure Friday segment, we hear from a digital marketer who spends months creating a life-changing “killer app” that no...
#1601 - TBT: Handbags for Active Women Goes Direct to Consumers
May 20, 2021
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the founder of Go Dash Dot, which sells handbags and...
#Ep. 1600 - Q&A: How to create a revenue stream not affected by Google?
May 19, 2021
We made it to #1,600! A listener’s product review site is starting well, but every day they see how dependent it is on the whims of...
#1599 - Pastor Keeps the Faith with Clergy Subscription Boxes
May 18, 2021
A Lutheran pastor creates breathing room in her budget with a popular subscription box for fellow ministers. Side Hustle School features...
#1598 - Q&A: Why do online courses cost so much … or so little?
May 17, 2021
Online courses are everywhere! Some cost $20 and others cost $2,000 or more. Why is there no consistency in pricing—and how can you...
#1597 - “Bee Man of New Jersey” Buzzes Into Money Hive
May 16, 2021
A beekeeper puts his bees to work, turning a hobby into a money-making hustle. Bee smart and listen to this episode! Side Hustle School...
#1596 - Q&A: Should I use Etsy's new platform or build my own website?
May 15, 2021
A listener with an Etsy shop wants to open her own site as well. What’s the best way to branch out? Side Hustle School features a new...
BONUS: Planning for a New Tomorrow, Part II
May 14, 2021
An asymmetrical opportunity is one where the risk is low but the possible reward is high. Starting a small business on a low budget is a...
#1595 - Failure Friday: “If it worked once, it should work twice… right?”
May 14, 2021
In this week’s Failure Friday segment, we hear from a full-time blogger who migrates to YouTube. His first attempt is a big win, so he...
#1594 - TBT: The 7-Figure Dachshund Apparel Business
May 13, 2021
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the co-founder of Bean Goods, which sells...
#1593 - Q&A: “I want to bet on The Bachelor…”
May 12, 2021
A listener wants to start an online marketplace where people bet on the outcome of The Bachelor. Millions of fans watch every week—is...
#1592 - A Doggie Bag With a Twist
May 11, 2021
A Cleveland woman creates a dog walking accessory bag for active pet owners. Prototyping is ruff, but eventually she begins to paw-sper....
#1591 - Q&A: Should I start a Substack newsletter?
May 10, 2021
Substack and other services that offer writers the chance to publish paid newsletters are getting a lot of attention. What do you need...
#1590 - Social Worker Finds Calm, Makes Cash with Business Course
May 9, 2021
A therapist and single mom earns extra income helping other therapists set up a private practice. Side Hustle School features a new...
#1589 - Q&A: Do I have to tell my customers where I'm based?
May 8, 2021
A listener in Europe wants to sell online, primarily to Americans. Do his customers need to know he’s overseas? Side Hustle School...
BONUS: Planning for a New Tomorrow, Part I
May 7, 2021
An asymmetrical opportunity is one where the risk is low but the possible reward is high. Starting a small business on a low budget is a...
#1588 - Failure Friday: Manufacturing in China—How Hard Can It Be??
May 7, 2021
In this week’s Failure Friday segment, we hear from the co-founder of a wellness planner brand who wants to cut out the middleman and...
#1587 - TBT: Luxury Buttercream Cakes Make Life Batter
May 6, 2021
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the owner of Sweet Afternoon Bakeshop. Have your cake...
#1586 - Q&A: Would the “rent-a-person” idea work outside Japan?
May 5, 2021
A Japanese man recently earned $300,000 by hiring himself out to strangers for no practical purpose. Could the same thing work in the...
#1585 - French Engineer Makes Silver-Wear in Mexico
May 4, 2021
A French engineer seeks his fortune in custom silver jewelry. Side Hustle School features a new episode EVERY DAY, featuring detailed...
#1584 - Q&A: My bridge club gets no respect!
May 3, 2021
A listener enjoys playing bridge, but she’s the youngest in her local club by several decades. How can she get paid to pass on her love...
#1583 - Counselor Cakes in the Money with Baking Biz
May 2, 2021
When her world is turned upside down from covid-19, a grief counselor turns to her old hobby of baking. But where will the inventory go?...
#1582 - Q&A: How to offer continuing education for therapists?
May 1, 2021
A therapist wants to offer his training to other mental health professionals. How can he crack the code of continuing education (CE)...
#1581 - Failure Friday: “I didn’t know what I didn’t know…”
April 30, 2021
In this week’s Failure Friday segment, we hear from a voiceover artist who created an extremely popular app for actors. As he explores...
#1580 - TBT: Bumblebee Linens Builds a New Hive
April 29, 2021
In this week’s “Throwback Thursday / Where are they now?” segment, we hear about the rise, fall, and rise of Bumblebee Linens. Choose...
#1579 - Q&A: How to set up cryptocurrency charity pledges?
April 28, 2021
A listener wants to create “Kickstarter for crypto.” Is this a side hustle, a billion dollar idea, or a pipe dream? Side Hustle School...
#1578 - Emergency Room PA Creates Medical Spanish Course
April 27, 2021
This online course teaching Spanish terms to medical providers brings in $55k a year—part-time! Side Hustle School features a new...
#1577 - Q&A: How to charge for a podcast sponsorship service?
April 26, 2021
A listener in Philadelphia wants to start a matchmaking service between podcasts and sponsors. How much should it cost? Side Hustle...
#1576 - The Man Who Paints Parking Lot Stripes
April 25, 2021
When an asphalt pricing estimator looks to make extra money, he finds a straight-and-narrow idea and earns his stripes painting parking...
#1575 - Q&A: Any reason to use a subdomain as part of a website?
April 24, 2021
A listener’s web host offers free “subdomains.” What are they, and are there any good reasons to use them? Side Hustle School features a...
#1574 - Failure Friday: “The day of the event arrived, and no one showed up…”
April 23, 2021
In this week’s Failure Friday segment, we hear from a ballroom dance enthusiast who hosts a book signing party … but no one shows...
#1573 - TBT: “Chewable Energy” Gum Sticks With Customers
April 22, 2021
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from an athlete who sets out to create chewable energy gum....
#1572 - Q&A: An idea for a non-alcoholic Happy Hour
April 21, 2021
A listener has an idea to create a “Sober Happy Hour” taking place on Zoom. What’s the best way to structure it, and is this a...
#1571 - Civil Engineer Dismantles “90-Day Fiancé” Visa Problem
April 20, 2021
After successfully navigating the difficult spousal visa process to bring his fiancé to the U.S., a civil engineer shows others how to...
#1570 - Q&A: Should I sell more headphones or expand to new categories?
April 19, 2021
This listener has gone all-in with reselling headphones, and is making a good profit! Should she focus on one category and try to scale...
#1569 - Lifelong Superfan Gets Paid to Write Disney Blog
April 18, 2021
A Disney superfan goes from journaling about the happiest place on Earth in a private notebook at age ten to sharing it with the whole...
#1568 - Q&A: What are the main things to know when starting a podcast?
April 17, 2021
A listener is taking the plunge and starting his own podcast! What are the top three things I wish I’d known when I began Side Hustle...
#1567 - Failure Friday: “First Etsy crushed us, then Google pulled the plug…”
April 16, 2021
In this week’s Failure Friday segment, we hear from a serial side hustle who makes a series of mistakes—but keeps going!Side Hustle...
#1566 - TBT: This Family Candle Business Is On Fire
April 15, 2021
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the owner of an eco-friendly candle supplier. Profits...
#1565 - Q&A: What are some good ways to repurpose content?
April 14, 2021
Write it once, use it many times: this is the method known as “repurposing content.” Work smarter, not harder! Here’s how to do it. Side...
#1564 - Customer Service Agent Becomes CBD Affiliate
April 13, 2021
A long time software company rep spends ten years learning the affiliate marketing ropes, eventually cracking the code with a site...
#1563 - Q&A: How to automate an online dating profile consulting biz?
April 12, 2021
This Australian listener wants to start a consulting biz to help improve dating profiles. How can she automate her booking process to...
#1562 - RV Renter Revs Up Recurring Revenue
April 11, 2021
A single mom turns her recreational vehicle into a money-making machine. Side Hustle School features a new episode EVERY DAY, featuring...
#1561 - Q&A: What’s the best way to share personal stories of recovery?
April 10, 2021
A listener has struggled with an eating disorder and is now going through recovery. She wants to share her lessons and stories with...
#1560 - Failure Friday: Pandemic Shuts Down Himalayan Trekking Tours
April 9, 2021
In this week’s Failure Friday segment, we hear from the founder of a Himalayan trekking co. who finds himself with zero business when...
#1559 - TBT: Budget Savvy Bridal Blog Gets Serious
April 8, 2021
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the founder of Budget Savvy Bride. She recently said...
#1558 - Q&A: Can you sell a “home office in-a-box” kit?
April 7, 2021
In today’s episode, we hear from a listener who has an idea to sell a home office in a box—a kit to help remote workers be happier and...
#1557 - Catering Chef Cooks Up Private Meals
April 6, 2021
When a catering chef learns to offer an in-home restaurant experience, he proves that knife guys don’t always finish last. Side Hustle...
#1556 - Q&A: How to start a paid club for people seeking multiple citizenships?
April 5, 2021
Are you happy with your country of citizenship? Most people are, but not all —and some want to obtain multiple citizenships for tax or...
#1555 - Healthcare Worker Publishes Children’s Book on Epidemiology
April 4, 2021
As the global pandemic known as COVID-19 begins, a healthcare agency owner sets out to explain it to kids through the form of an...
#1554 - Q&A: How can I publish my Army enlistment guide?
April 3, 2021
An Army veteran wants to help new enlistees get a leg up in training. What’s the best format for his material? Side Hustle School...
#1553 - Failure Friday: The Podcast Platform That Wasn’t
April 2, 2021
In this week’s Failure Friday segment, we hear from John Lee Dumas, the founder of Entrepreneurs On Fire and author of a bestselling new...
#1552 - TBT: Multilingual Insurance Agent Creates Translation Course
April 1, 2021
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a multilingual insurance agent who creates an online...
#1551 - Q&A: Is podcast advertising more profitable than blog advertising?
March 31, 2021
A listener is frustrated with the low earnings of blog ads. Does the podcast medium pay more?Side Hustle School features a new episode...
#1550 - Government Lawyer Lands Whale of a Side Gig
March 30, 2021
A lawyer and long-time angler turns his passion for writing about the world of professional fishing into serious money.Side Hustle...
#1549 - Q&A: Is it too early to change my business name and brand?
March 29, 2021
The owner of the Coddiwomple Craft Co. in Somerville, Massachusetts is thinking of changing its name—should she? Side Hustle School...
#1548 - Origami-Loving Musician Doesn’t Mind Paperwork
March 28, 2021
After canceling her concerts because of the pandemic, a working musician from New Zealand pays the bills with virtual origami...
#1547 - Q&A: How are people successful without social media?
March 27, 2021
This listener hates the idea of using her Instagram or Facebook profile to share anything about her business. Do you have to use social...
#1546 - Failure Friday: NASA Sweatpants Not Ready for Liftoff
March 26, 2021
In this week’s Failure Friday segment, we hear from the maker of Swoverall’s, a sweatpant-overall combo experiencing fantastic...
#1545 - TBT: Pittsburgh Houseplant Merchant Blossoms During Pandemic
March 25, 2021
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a houseplant expert who opens a retail location right...
BONUS: To the Moon! How to Buy Stock in Yourself
March 24, 2021
You’ve heard about investing in a retirement account, but do you know how to invest in your own personal growth? This short bonus...
#1544 - Q&A: Does this hometown tourist guide have merit?
March 24, 2021
The “Hoboken Girl” story of an online citywide news hub leads a listener to wonder if she can do something similar in her city. What are...
#1543 - Children’s Librarian Builds Bra Business
March 23, 2021
Frustrated by a lack of quality sports bras for muscular women, a children’s librarian and Crossfit athlete designs a solution.Side...
#1542 - Q&A: How can I develop an online memorial service?
March 22, 2021
Dying is part of life for approximately 100% of us—and this listener has an idea to create an online memorial service for people who are...
#1541 - Two Friends Create Questionable Card Game
March 21, 2021
When a writer and a game designer want to learn more about their friends' personal lives, they play for keeps and develop a game that...
#1540 - Q&A: Would you join an introvert's networking club?
March 20, 2021
With introverts getting a lot of attention these days, might it be worth it to create some type of networking club for them—or is this...
#1539 - Failure Friday: Hand Sanitizer Makes Clean Getaway
March 19, 2021
In this week’s “Failure Friday” segment, a hand sanitizer product line expansion encounters epic delays and misfortune for this natural...
#1538 - TBT: Classy Throw Blankets Provide Deep Cover
March 18, 2021
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a Pacific Northwest resident who sells decorative knit...
BONUS: How to Manage Multiple Sources of Income
March 17, 2021
Having more than one source of income is good—but it can also be confusing when it comes to tracking and tax reporting. This short bonus...
#1537 - Q&A: Can I give people books in exchange for reviews?
March 17, 2021
A listener is self-publishing on Kindle Direct Publishing and hopes to drum up reviews. Can she contact customers who’ve left reviews...
#1536 - Fan Scores Big with Marketplace for Football Shirts
March 16, 2021
A football (soccer) shirt enthusiast turns his fashion passion into profits, overcoming a crippling field penalty given by Facebook.Side...
#1535 - Q&A: How can this listener attract new interest in “old skills?”
March 15, 2021
A listener recently learned that morse code can do more than send SOS signals. Is there a resurgent interest in “old skills”? If so, how...
#1534 - Software Engineer Publishes Technical Writing Guide
March 14, 2021
After a computer programmer with a knack for technical writing is approached for a freelance gig, he ends up writing the book on the...
#1533 - Q&A: What can we learn from Peloton?
March 13, 2021
Today’s listener wants to know what we can learn from the winners, especially companies like Peloton and Mirror. What are the lessons...
#1532 - Q&A: What's the deal with NFTs?
March 12, 2021
A very timely question! Everyone is talking about non-fungible tokens (NFTs), digital art that is selling for millions of dollars. Is...
#1531 - TBT: “Plant Influencer” Grows to Greatness
March 11, 2021
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a Toronto *plant influencer* who offers corporate...
BONUS: How to Prepare for Life After COVID
March 10, 2021
The end is near! Now that vaccination is well underway, we can safely envision a world without COVID-19. What does that look like? This...
#1530 - Q&A: How about a directory of garage and yard sales?
March 10, 2021
Today’s caller has an idea to create a directory of garage and yard sales. She thinks it’s a winner because so many people are trying to...
#1529 - Bikini Lover Finds Sea of Opportunity
March 9, 2021
A Seattle-based product manager takes the plunge to design sustainable swimsuits.Side Hustle School features a new episode EVERY DAY,...
#1528 - Q&A: Should I start a podcast OR YouTube channel?
March 8, 2021
A listener is trying to decide between a podcast or YouTube channel. What are the pros and cons of each, and how can they make the best...
#1527 - To Find Freelance Work, Look at Full-Time Job Listings
March 7, 2021
A laid-off social media strategist gets creative, using LinkedIn job listings to find candidates for freelance work. One year later,...
#1526 - Q&A: Get paid to help brands with their Terms & Conditions?
March 6, 2021
Today’s caller wants to help brands improve their Terms & Conditions, also known as T&C. Can she design and license a template that...
#1525 - Failure Friday: “A $300 mistake cost me $100,000”
March 5, 2021
In this week’s new “Failure Friday” segment, we hear from the founder of a lifestyle and apparel brand who wakes up one day to find out...
#1524 - TBT: “Hero’s Journal” Completes Epic Quest
March 4, 2021
In this week’s “Throwback Thursday / Where are they now?” segment, we undertake a valiant quest to hear from the co-founder of a...
#1523 - Q&A: Where should I direct my Pinterest traffic?
March 3, 2021
A listener is interested in a new online marketplace that donates profits to charity. She’s getting attention from her Pinterest pins...
#1522 - Student Makes Selling Sneakers Look Yeezy
March 2, 2021
When a business student converses with a sneakerhead, they form an all-star pair to sell rare footwear.Side Hustle School features a new...
#1521 - Q&A: How can I create a cloud service consulting business?
March 1, 2021
A listener is in charge of negotiating online services that his employer pays for. This skill is valuable, especially as more and more...
#1520 - Stay-At-Home Mom Starts Bamboo Baby Biz
February 28, 2021
After taking time off in the later stages of a pregnancy, a new mom starts a business selling bamboo baby swaddles online. Side Hustle...
#1519 - Q&A: Should I create a pre-order campaign for my book launch?
February 27, 2021
Today’s listener is self-publishing a book on personal finance—and he’s wondering about the launch process. Should he make the book...
#1518 - Failure Friday: “We Accept Your Proposal… to Resign”
February 26, 2021
In this week’s new “Failure Friday” segment, we hear from a young financial analyst who goes to his boss with a creative proposal to...
#1517 - TBT: Pastry Chef Grows Retail Shop During Pandemic
February 25, 2021
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a pastry chef who grows a retail shop in addition to her...
#1516 - Q&A: How do you determine your customer’s emotional needs?
February 24, 2021
Today’s listener is inspired to learn more about the “core emotional needs” of a potential customer, but isn’t sure how to do it or what...
#1515 - Photo Retoucher Strikes Gold with Etsy Shop
February 23, 2021
After getting furloughed, a working mom grows her foiled stationery business to five figures. Side Hustle School features a new episode...
#1514 - Q&A: Should I create a course on how to get out of a timeshare?
February 22, 2021
Today’s listener has an idea to help people break free of the shackles that come with a timeshare contract. Side Hustle School features...
#1513 - Dorm Room Side Hustle Grows Into Full Agency
February 21, 2021
When a college student starts booking guests on podcasts, he graduates as the owner of a company, paying off his student loans in the...
#1512 - Q&A: How can I teach a Japanese chess game?
February 20, 2021
An avid fan of Shogi—a strategy game sometimes known as Japanese chess—wants to popularize his hobby and get paid at the same time.Side...
#1511 - Failure Friday: A Global Customs Snafu During Childbirth
February 19, 2021
Brand new segment alert! We’re kicking off a new feature called “Failure Friday.” In the inaugural installment, hear from a Canadian tea...
#1510 - TBT: Wisconsin Beer Lovers Sell Coasters & More
February 18, 2021
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a Wisconsin native who sells coasters, glasses, and...
#1509 - Q&A: How to use TaskRabbit to build a client base?
February 17, 2021
A listener is earning extra money by doing handyman chores through TaskRabbit, and wants to strike out on his own. Can he encourage his...
#1508 - Utility Planner Earns $300,000 From YouTube Channel
February 16, 2021
When a utility planner sees his colleagues living paycheck to paycheck, he starts a Youtube channel to educate people in finance—and...
#1507 - Q&A: Can you still get paid to post pins on Pinterest?
February 15, 2021
An early Side Hustle School episode featured a woman who earned $40,000 pinning images on Pinterest. Is this business model still...
#1506 - Remote Airbnb Host Automates Rental Process
February 14, 2021
An Australian living in the Caribbean uses software to manage Airbnb property rentals from 10,000 miles away. Side Hustle School...
#1505 - Q&A: How can I sell my own crossword puzzles?
February 13, 2021
A listener is all crossed up in her quest to make and sell crossword puzzles. Side Hustle School features a new episode EVERY DAY,...
#1504: Q&A: Can I make an audio-only learning course (no video!)?
February 12, 2021
YouTube is huge, but watching video requires more attention than listening to audio. Since podcasts remain popular, might there be room...
#1503 - TBT: P.E. Teacher Becomes Full-Time Sports Gear Reseller
February 11, 2021
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a teacher who buys and resells sports equipment, earning...
#1502 - Q&A: How to become an eSports commentator?
February 10, 2021
The business of eSports is a billion dollar industry, and today’s caller wants a piece of the Starcraft action. How can he break in?Side...
#1501 - “Ordinary Dude” Creates Meditation Books for Men
February 9, 2021
A long-time fan of meditation writes and publishes guidebooks for “ordinary dudes”— complete with a beer can on the cover.Side Hustle...
#1500 - We Made It! +3 Powerful Steps to Help You Take Action
February 8, 2021
We made it to Episode #1,500! Let’s make the rest of the year even more momentous—this episode includes three practical steps you can...
#1499 - Model Turns Designer With Travel-Inspired Jewelry
February 7, 2021
Stuck at home during the pandemic, a fashion model learns to sell non-binary, unisex jewelry inspired by his travels. Side Hustle School...
#1498 - Q&A: How do I go from bath toy idea to manufactured product?
February 6, 2021
A listener in the U.K. is inspired to design and manufacture a bath toy! How can she create a sud-sational product? Side Hustle School...
#1497 - Q&A: How much money do 'mommy Instagrammers' make?
February 5, 2021
Today’s caller opens the door to a controversial topic: mommy Instagrammers. Among other things, she wants to know how the most popular...
#1496 - TBT: “Dog Threads” Designer Chases Coordinated Outfits
February 4, 2021
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a woman who designs and sells matching clothes for dogs...
# 1495 - Q&A: How to host Pay-to-Play Fortnite parties?
February 3, 2021
A young listener wants to host pay-to-play Fortnite parties in his basement. Let’s see if we can help him level-up! Side Hustle School...
#1494 - Polyglot Conjugates Verbs for Hundreds of Clients
February 2, 2021
A project manager who speaks nine languages (!) earns an extra $50,000/year through her tutoring and translation service.Side Hustle...
#1493 - Q&A: How can I sell my service to improve notetaking?
February 1, 2021
Today’s caller hopes to monetize his ability to help people remember and recall what they learn. What might be the best opportunity?...
#1492 - Engineer Sells His Sole To Aspiring Barefooters
January 31, 2021
After getting sore feet while using his standup desk, an engineer creates an inner sole for his shoes, becoming the sole-proprietor of a...
#1491 - Q&A: My boss is asking a lot of questions...
January 30, 2021
A listener’s boss is way too nosy! He’s asking a lot of personal questions about our caller’s side hustle. Maybe this boss is a little...
#1490 - Q&A: Should I get a prototype made … and how do I do it?
January 29, 2021
A caller is wondering about making a prototype for his big 2021 idea. How should he proceed? Side Hustle School features a new episode...
#1489 - TBT: Staying Productive During the Work-at-Home Era
January 28, 2021
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the founder of a service that helps people who work...
1488 - Q&A: What are some ways to make money with LinkedIn?
January 27, 2021
Compared with platforms like Instagram, LinkedIn is a sleeper opportunity for growing your relationships and maybe even starting a new...
#1487 - LinkedIn Lover Helps Jobseekers Connect the Dots
January 26, 2021
One man cracks the code to make LinkedIn work, sharing what he’s learned to help others find professional success.Side Hustle School...
#1486 - Q&A: Can I profit from injury recovery videos on TikTok?
January 25, 2021
Can a fitness coach use TikTok to create instructional videos? Almost certainly! Can he make money from such a thing? Maybe… Side Hustle...
#1485 - Government Employee Shows Vending Makes Cents
January 24, 2021
When a government employee looks to counteract her serious day job with something fun, she stumbles upon the vending machine hustle....
#1484 - Q&A: What's the best software to write a nonfiction book?
January 23, 2021
Today’s caller wants to know about the easiest and most helpful tools to write a nonfiction book. Unfortunately, books do not write...
#1483 - Q&A: Is there a payment processor for very small transactions?
January 22, 2021
Today’s caller hopes to sell virtual items for gamers at very low prices. This creates a problem—most payment processors charge fees...
#1482 - TBT: 26,000 Handmade Hair Scrunchies
January 21, 2021
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a woman in Iowa who makes and sells a LOT of scrunchies....
#1481 - Q&A: How can I rent a small private workspace?
January 20, 2021
A listener is feeling cooped up and wants to find a small space outside her home to dedicate to her electronics repair service. Side...
#1480 - Behavior Analyst Creates Resources for Parents and Teachers
January 19, 2021
An expert uses her knowledge to create resources that help parents, teachers, and professionals improve behavior in children with...
#1479 - Q&A: How about an app to help people care for plants?
January 18, 2021
A green-thumbed, code-savvy listener wants to make an app to help people keep their plants alive and well. Let’s see what we can do with...
#1478 - Woodworker Proves Money Grows On Trees
January 17, 2021
When the owner of a lawn care business can’t find the earthy table of his dreams, he finds himself with a tree-mendous new business....
#1477 - Q&A: Where can I find royalty-free music?
January 16, 2021
If you have a podcast or YouTube channel (or similar), where can you find music you can use without breaking the law or getting in...
#1476 - Q&A: Any ideas to monetize my visual poetry
January 15, 2021
A visual artist hopes to monetize her creative “words and images” creations. Side Hustle School features a new episode EVERY DAY,...
#1475 - TBT: iPhone App Tracks Weight-Loss Progress
January 14, 2021
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a developer in the U.K. who makes an app to help people...
#1474 - Q&A: How can I increase my conversion rate?
January 13, 2021
A listener has heard that increasing conversion rates (the percentage of people who see your offer and buy it) can be more important...
#1473 - Floridian Finds Fair Value Flipping Furniture
January 12, 2021
A call center employee in central Florida finds that restoring furniture isn’t too hard with a bit of technique and finesse.Side Hustle...
#1472 - Q&A: How to get started on personalized journal idea?
January 11, 2021
A listener is inspired to create a custom physical journal. What are the steps to getting it designed, printed, and out to market?Side...
#1471 - Natural Air Fresheners Are Big Business
January 10, 2021
Two friends and new fathers start a natural air freshener business that’s cleaning up to the tune of seven figures.Side Hustle School...
#1470 - Q&A: Have I found a way to accept PayPal payments with no fees?
January 9, 2021
A crafty listener has found a way to avoid PayPal fees when accepting payments. Is he really on to something, or is it going to backfire...
#1469 - Q&A: How to start an engineering hustle while working full-time?
January 8, 2021
A Canadian listener is wondering how to start a computer aided design (CAD) side business in the midst of a busy schedule. Side Hustle...
#1468 - TBT: Texas Marimba Rentals Hit Noteworthy Demand!
January 7, 2021
In our first “Throwback Thursday” segment of 2021, we hear from Texas’s leading provider of marimba rentals.Side Hustle School features...
#1467 - Q&A: How to pay for a big summer trip with new income?
January 6, 2021
Today’s caller is looking ahead to a bright, COVID-free future. (Aren’t we all??) He’s wondering about using money from a side hustle to...
#1466 - Family Trio Makes Marvelous Mask Magnets
January 5, 2021
When a family looks for a way to jazz up their protective masks, they become attracted to magnetic charms. Mask and you shall...
#1465 - Q&A: Is it better to have more projects or a single focus?
January 4, 2021
It’s the age-old question: how many side hustles should you try to tackle at once—and is there any process-driven way to make this...
#1464 - Cooped Up Nomads Start Online Cooking School
January 3, 2021
A traveling couple pulls the ultimate pandemic pivot, helping a friend transition her Tuscan cooking classes into an online school.Side...
#1463 - Q&A: How to get 2021 off to a better start?
January 2, 2021
We all know how 2020 went. What can we do to make a fresh start in the new year?Side Hustle School features a new episode EVERY DAY,...
Welcome to Side Hustle School
January 1, 2021
Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting...
#1462 - Principles of Side Hustle School: A New Year Begins!
January 1, 2021
Time flies! For year five, we’re continuing with more listener interaction and introducing a few surprises. Side Hustle School features...
#1461 - Farewell, 2020: It’s Been Real
December 31, 2020
Happy New Year’s Eve. What a year it’s been! Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of...
#1460 - Q&A: What separates small earners from big ones?
December 30, 2020
Every Side Hustle School story features someone who earns at least $500 a month apart from their day job. But some people earn a lot...
#1459 - Steady Grind Leads to Sustainable Side Income
December 29, 2020
After initially delving into web design out of sheer curiosity, this engineer now uses these skills to bring in $40,000 a year on the...
#1458 - Q&A: Does the "Evernote Essentials" model still work?
December 28, 2020
Years ago, a simple user manual turned into a huge moneymaker for one savvy Evernote user. Can you still profit from writing a guide to...
#1457 - GOALLL! Corporate Filmmaker Moonlights as Soccer Ref
December 27, 2020
When a young soccer fan can’t find his feet for the game, he gets the ball rolling on becoming a referee instead, making money from the...
#1456 - Q&A: Should I use side hustle income for a retirement fund?
December 26, 2020
Today’s listener is wondering about using side hustle income specifically for her retirement fund. Is there anything specific that might...
#1455 - SPECIAL Q&A: Caller from Finland Requests Help with Global Present Delivery
December 25, 2020
A bearded man from Finland calls in to discuss a change in business model. Kids don’t want to receive hand sanitizer for Christmas!Side...
#1454 - TBT: Crafty Headbands Fly Off the Shelves
December 24, 2020
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a crafty New Yorker who sells thousands of headbands....
#1453 - Q&A: How to earn from a directory of bank signup bonuses?
December 23, 2020
Today’s caller earned $300 from opening a bank account, and it got him thinking: free money is good! Might there be a way to earn even...
#1452 - Reddit Post Inspires Airbnb Cleaning Service
December 22, 2020
Inspired by a post on Reddit, a Los Angeles man picks up the knowledge to start his own cleaning service.Side Hustle School features a...
#1451 - Q&A: Working through anxiety and “2020 fatigue.”
December 21, 2020
A listener is drained, discouraged, and disheartened with the continued struggle of 2020. How have other people managed to overcome...
#1450 - Recruiter Gives Pink Slip to Boring Resumes
December 20, 2020
After helping a number of job-seeking friends, a recruiter decides to monetize her resume skills.Side Hustle School features a new...
#1449 - Q&A: What does "Proposition 22" mean for independent contractors?
December 19, 2020
California’s voters recently approved Proposition 22, changing the rules for some independent contractors who work for companies like...
#1448 - Q&A: Is there a better way to do local restaurant delivery?
December 18, 2020
Today’s caller has been frustrated with the big food delivery services, and is wondering if there’s a better way. Side Hustle School...
#1447 - TBT: 3D Printing Enables Distance Learning Materials
December 17, 2020
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a pediatrician who creates an educational tool to help...
#1446 - Q&A: How to quickly get to market with a distance learning guide?
December 16, 2020
Today’s caller is developing a guide to help parents and teachers with distance learning. This is an urgent need and he wants to move...
#1445 - Financial Planner Moonlights as Trivia Host
December 15, 2020
When a new financial planner looks for a way to grow his clientele, he begins to host trivia nights—going on to earn a side income...
#1444 - CLASSROOM: Revisiting Key Lessons (Part II)
December 14, 2020
What a year it’s been! In the second part of this two-part series, we reflect on the key lessons from the 2020 Classroom series. Side...
#1443 - Graphic Designer Documents Remote Earnings
December 13, 2020
When an Australian graphic design graduate lands a freelancing gig sprucing up business and marketing reports, she draws enough...
#1442 - Q&A: How can I negotiate a revenue share percentage?
December 12, 2020
When selling a course through a third-party platform, how can you negotiate a revenue share percentage—and what’s an ideal percentage to...
#1441 - Q&A: Should I copyright my sex positive apparel ideas?
December 11, 2020
A listener in Los Angeles is planning to sell “novelty clothing featuring intelligent innuendos.” How does she need to protect her...
#1440 - TBT: Natural Deodorant Becomes Beauty Line
December 10, 2020
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a CPA who turns natural deodorant made from apple cider...
#1439 - Q&A: How to profit from a distorted real estate market?
December 9, 2020
Today’s caller is interested in profiting from real estate. Considering the longterm effects of the global pandemic, might there be some...
#1438 - Cyclist Puts Wheels in Motion on Bike Box Biz
December 8, 2020
When a triathlete ships a road bike around the world, little does he know that the box it comes in would take him on a journey of its...
#1437 - Q&A: Help! I’m too tired from Zoom to do anything else
December 7, 2020
After so many hours spent in online meetings for her job, how can this listener find the energy to work on something for herself? Side...
#1436 - Engineer Invents Podcast Alarm Clock
December 6, 2020
When an engineer searches for the perfect way to start his day, he ends up inventing a way to be woken up by his favorite podcasts.Side...
#1435 - Q&A: Can I get away without buying an SSL?
December 5, 2020
To have a secure website, you have to purchase and install a certificate known as SSL. Is this really essential?Side Hustle School...
#1434 - Q&A: What kind of partnership agreement do I need?
December 4, 2020
This podcaster wants to partner with a coffee shop to make his own branded blend of beans. What kind of contract does he need to protect...
#1433 - TBT: Family Affirmation Cards Go Global
December 3, 2020
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the co-founder of a Canadian business that helps kids...
#1432 - Q&A: Help! I’m still overwhelmed with buying products on Alibaba
December 2, 2020
A recent Classroom episode covered the basics of buying products for resale on Alibaba—but this listener is still confused. Let’s clear...
#1431 - Catholic School Teacher Resuscitates First Aid Courses
December 1, 2020
When a teacher gets re-certified in first aid after a ten year absence, he finds that compressing his knowledge into his own course will...
#1430 - CLASSROOM: Revisiting Key Lessons (Part I)
November 30, 2020
What a year it’s been! In this two-part series, we reflect on the key lessons from the 2020 Classroom series. Side Hustle School...
#1429 - Cardiologist Carves Out Bearable Sculptures
November 29, 2020
When a cardiologist discovers a new hobby in carving wooden bears, he gets his bearings and gets paid for it.Side Hustle School features...
#1428 - Q&A: How to set up payment plans with auto-renewal?
November 28, 2020
Today’s caller is hoping to set up a service with a low service fee *and* a renewal payment every three months. Is there an easy way to...
#1427 - Q&A: Should I use a service to promote my romance series?
November 27, 2020
An author of a new romance series wants to know if she should pay a service that markets ebooks to a large audience to promote her...
#1426 - TBT: Beer Made from “Upcycled” Grain
November 26, 2020
Happy Thanksgiving! In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the co-founder of a business that...
#1425 - Q&A: Should I publish my course in more than one location?
November 25, 2020
Today’s listener from the UK is wondering about publishing an online course with a platform like Udemy or Coursera. Does she have to...
#1424 - Logistics Broker Earns Extra Income From Graffiti
November 24, 2020
When a logistics broker offers to do graffiti for a friend, he unexpectedly paints himself into an extra income.Side Hustle School...
#1423 - Q&A: How can an Italian living overseas get more voiceover work?
November 23, 2020
An Italian living in England is trying to break into the multilingual voiceover market. Side Hustle School features a new episode EVERY...
#1422 - Financial Planner Sells Sartorial Storage Solutions
November 22, 2020
In need of extra household cash, a financial planner in Texas combines his love of woodworks and menswear. Side Hustle School features a...
#1421 - Q&A: Is it really better to offer more ways of accepting payment?
November 21, 2020
This listener is wondering about adding new options for accepting payment, including checking debits and cryptocurrency. Is more always...
#1420 - Q&A: How can I sell “printables” without paid ads?
November 20, 2020
Today’s listener wants to sell printables (digital artwork for download) and needs a quick marketing plan to profit before Thanksgiving...
#1419 - TBT: Personal Trainer Pumps Up Protein Pancakes
November 19, 2020
In this week’s “Throwback Thursday / Where are they now?” segment, we’ll hear from a personal trainer who sells pumped-up pancakes full...
#1418 - Q&A: Should I change my business name?
November 18, 2020
Today’s caller from rural Australia has made a website, podcast, and online course—but now he’s thinking of changing the name. What’s...
#1417 - Bookstore Employee Crafts Paper Bead Jewelry
November 17, 2020
When an art student and bookstore employee looks for ways to supplement her income, she invents a new art form making paper beads from...
#1416 - CLASSROOM: Troubleshooting—What If It Doesn’t Work?
November 16, 2020
What if your idea, product, or service doesn’t work out? These tips will help you turn a misstep (or even a disaster!) into positive...
#1415 - Shabbat Shalom! Marketer Creates Day-of-Rest Subscription Box
November 15, 2020
After dropping off supplies to assist friends in virtually celebrating Shabbat, a marketing specialist creates a “Mensch box” to help...
#1414 - Q&A: Can you deduct side hustle losses from your federal income taxes?
November 14, 2020
This listener’s new side hustle lost money this year. Hopefully that will change in 2021, but for now—is there a silver lining in being...
#1413 - Q&A: How to make money from Spotify playlists?
November 13, 2020
Today’s listener wants to curate playlists on Spotify and get paid for it. Is that a thing? Side Hustle School features a new episode...
#1412 - TBT: Nomadic Family Cooks Up Profit With Italian Housewares
November 12, 2020
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from an Italian American who sells a line of imported...
#1411 - Q&A: How to market a controversial topic?
November 11, 2020
Today’s listener is trying to help families mend fractured relationships—and for some reason, Google thinks this is so controversial...
#1410 - Dancer Steps Up With Blinged Out Costumes
November 10, 2020
When a freelance dancer decides to hang up her boots for a calmer life, she waltzes right into a costume making hobby that turns...
#1409 - Q&A: My idea isn’t working … what’s the best way to move on?
November 9, 2020
What happens when your first, second, and third ideas all fail to achieve your desired results?Side Hustle School features a new episode...
#1408 - Physician Assistant Peru-ses Machu Picchu Treks
November 8, 2020
When an orthopedics assistant befriends his local guide while trekking to Machu Picchu, they decide to start a tourism service...
#1407 - Q&A: Can I get paid to help people learn to complain better?
November 7, 2020
Today’s listener is good at complaining to big companies when something goes wrong. Is there a way he can profit from teaching this...
#1406 - Q&A: How do I deal with a chargeback?
November 6, 2020
Oh no! Our listener received a chargeback from the payment processor she uses to accept credit cards. Is there anything she can do about...
#1405 - TBT: “Life’s Not Fair”: Children’s Books About Real-Life
November 5, 2020
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the co-founder of an unconventional children’s book...
#1404 - Q&A: Should I update my LinkedIn profile to better match my side hustle?
November 4, 2020
Today’s listener has started a podcast for dog lovers. She’s wondering if she should update her LinkedIn profile to remove references to...
#1403 - Texas Designer Creates “Flags For Good”
November 3, 2020
It’s election day in the U.S.! In this story: a designer and long-time flag enthusiast uses his passion to create “flags for good,”...
#1402 - CLASSROOM: Sourcing Products Using Alibaba
November 2, 2020
How can you buy and resell products from an overseas manufacturer? These six tips will get you started.Side Hustle School features a new...
#1401 - Pharmacist Provides Formula For Aspiring Technicians
November 1, 2020
An ambitious pharmacist creates an online course for aspiring pharmacy techs.Side Hustle School features a new episode EVERY DAY,...
#1400 - Q&A: Should I create a website for medical coders?
October 31, 2020
***EPISODE 1,400!!*** Today’s listener is working on a website that helps medical coders earn free continuing education (CE) credit. How...
#1399 - Q&A: Should I keep politics out of my business?
October 30, 2020
A listener yearns for the days when he could express his support for a political candidate while still maintaining positive...
#1398 - TBT: Minimalist Backpacks With a Cause
October 29, 2020
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a married couple who sells minimalist backpacks. Their...
#1397 - Q&A: 2020 has been overwhelming. What’s the outlook for next year?
October 28, 2020
Today’s caller has noticed something: 2020 has been ridiculous! He’s wondering what comes next and how we can find opportunities in the...
#1396 - Attorney Shutters Day Job In Favor Of Photography
October 27, 2020
When an antitrust attorney loses interest in her day job, she captures the moment in profitable portrait photography.Side Hustle School...
#1395 - Q&A: Should I pay a publicist to book me as a podcast guest?
October 26, 2020
Today’s caller is trying to build her brand as a lifestyle coach. Should she hire a publicist to book her as a guest on podcasts? Side...
#1394 - “Decision Coach” Makes Money By Making Decisions
October 25, 2020
After being asked by her friends and family to give them straightforward advice, a writer decides to see if she can get paid to make...
#1393 - Q&A: How can I use my degree with my side hustle?
October 24, 2020
A caller from the U.K. is wondering about how to use his degree in sport and exercise science in marketing a coaching service. Side...
#1392 - Q&A: How can I produce in-person experiences when people are afraid?
October 23, 2020
If you’re producing a safety-conscious event, how can you market it in a way that overcomes the fear many people have during the...
#1391 - TBT: Physician Designs Plush Toys to Teach Anatomy
October 22, 2020
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a doctor who makes plush toys in the shape of human...
#1390 - Q&A: Should I accept Bitcoin as a payment method?
October 21, 2020
Today’s listener is wondering about Bitcoin, the world’s best known cryptocurrency—should he accept it as payment for his new app? Side...
#1389 - Marketing Guy Isn’t Afraid Of Ghostwriting
October 20, 2020
After a partner in a marketing firm fulfills a lifelong dream of writing his own novel, he begins ghostwriting for others, penning...
#1388 - CLASSROOM: Dealing with Customer Complaints
October 19, 2020
“Oh no, I got a complaint!” Every side hustler worries about it, but dealing with complaints doesn’t need to be overwhelming. These...
#1387 - Off Road Enthusiast Wanders Into Profit
October 18, 2020
When a mechanical engineer and 4x4 fanatic tries to save money on his Jeep upgrades, he wrangles with local vendors for free parts—and...
#1386 - Q&A: My product is selling on Amazon … but how can I get more attention?
October 17, 2020
A listener from Singapore sells biodegradable party cups with cheerful designs. She’s selling them on Amazon, and wondering how to get...
#1385 - Q&A: Are there other types of digital assets?
October 16, 2020
Our story of a woman in New Zealand who sells virtual paint brushes for iPad users was very popular, and a listener is wondering: are...
#1384 - TBT: Florist Offers Nationwide, DIY Wedding Flowers
October 15, 2020
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a wedding florist in Oklahoma who has a creative idea to...
#1383 - Q&A: How can I monetize a site for fans of Black superheroes?
October 14, 2020
A listener wants to build a fan site showcasing Black superheroes from DC and Marvel comics—how can he make money from it?Side Hustle...
#1382 - Insurance Manager Finds New Shelves for Old Antiques
October 13, 2020
After selling an unwanted collection of antiques, an insurance manager goes on a hunt for more inventory.Side Hustle School features a...
#1381 - Q&A: What are your top tips for daily writing?
October 12, 2020
Today’s caller is hoping to improve her writing streak. How can we help her keep writing 1,000 words a day?Side Hustle School features a...
#1380 - Mother-Daughter Team Starts Squeaky-Clean Soap Shop
October 11, 2020
While staying up late one night, a mom and her daughter decide that they want to start a business together. Side Hustle School features...
#1379 - Q&A: Should I provide a guarantee for my real estate photography service?
October 10, 2020
Today’s listener is starting to get paid for real estate photography. Should she offer a money-back guarantee in case a client is...
#1378 - Q&A: Any ideas for a military couple?
October 9, 2020
They’ve been in the military for more than a decade, and they’re thinking ahead. What might be a good side hustle for a couple that...
#1377 - TBT: Mobile Coffee Roasting Blends Work and Family
October 8, 2020
In this week’s “Throwback Thursday / Where are they now?” segment, we revisit a neighborhood coffee lover who follows a whim to a mobile...
#1376 - Q&A: I set up my email list … now what??
October 7, 2020
Aside from your website, your email list may be the most important tool in growing any new business. After you get it set up, what comes...
#1375 - College Curriculum Developer Makes Minimalist Jewelry
October 6, 2020
When a professional development specialist can’t find “just the right” piece of jewelry, she makes it herself. Six years later, she’s...
#1374 - CLASSROOM: Transitioning Between Projects
October 5, 2020
How can you transition between projects (or a job and a side hustle) without constantly losing your flow—and how can you start a...
#1373 - Texas Mom Profits from Poshmark Sales
October 4, 2020
A mom of two young daughters goes to look for used clothes, and ends up finding a new pastime of reselling items on Poshmark and other...
#1372 - Q&A: Can I compete with Gazelle by reselling iPhones?
October 3, 2020
When you upgrade your iPhone or Android smartphone, what do you do with the old one? Many of us trade them in, knowing that we aren’t...
#1371 - Q&A: How to convert non-paying students into customers?
October 2, 2020
Today’s caller (from Egypt!) is teaching software development through an apprenticeship model, but most of his students aren’t paying....
#1370 - TBT: The Accountant Who Sold Spreadsheets to Etsy Sellers
October 1, 2020
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from an accountant who sells spreadsheet templates and other...
#1369 - Q&A: Do I have to sell as a SAAS?
September 30, 2020
A listener is trying to decide how to price a new online service. Should she use the common SAAS (“software as a service”) model, or are...
#1368 - Mother Of Five Sells Pretty Old Books
September 29, 2020
When a stay at home mom hopes to avoid returning to full-time work outside the home, she starts selling vintage books packaged by...
#1367 - Q&A: Help! My website images keep disappearing…
September 28, 2020
Today’s listener is having a weird problem—the images on his posts are disappearing. What’s going on? Side Hustle School features a new...
#1366 - Homeschooler Unleashes Creativity with Penmanship Posters
September 27, 2020
While homeschooling her twin daughters, this genetic analyst goes in search of penmanship aids—and ends up making her own. Side Hustle...
#1365 - Q&A: How can I get more comments on my blog and Instagram posts?
September 26, 2020
Today’s listener wants more engagement from her online community. How can she achieve her objective—and is it the right way to measure...
#1364 - Q&A: Do I really need to open a business bank account?
September 25, 2020
I’ve always said that when you begin to earn income apart from your day job, you need to open a separate bank account … but today’s...
#1363 - TBT: Popular Board Game Raises $1 Million on Kickstarter
September 24, 2020
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a fan of old-school board games who’s achieved...
#1362 - Q&A: How to launch a communications business for healthcare providers?
September 23, 2020
Today’s listener is a medical professional by background and is starting a communications business on the side. How can she find her...
#1361 - Texas Teacher Takes On Test-Taking Tutorials
September 22, 2020
When a teacher takes a new certification test in order to keep his job, he blogs about the experience and builds a following by helping...
#1360 - CLASSROOM: How to Ask for Referrals
September 21, 2020
Your existing customer base is the single best source of referrals—and you don’t have to pay to advertise to them. How can you develop a...
#1359 - Land Surveyor Paints a Sign Hustle
September 20, 2020
When a land surveyor and father of three can’t take his job any more, he experiments with business ideas until he lands on something...
#1358 - Q&A: Can I use other people's recipes for my ebook for children?
September 19, 2020
Today’s listener has a new YouTube channel and wants to write a related ebook that features recipes for kids. Can she borrow and rename...
#1357 - Q&A: How can I create a product to help people with applied learning?
September 18, 2020
This listener wants to help people learn more actively. Sounds good, but how does it become a product or service? Side Hustle School...
#1356 - TBT: Teaching the World to Play Saxophone
September 17, 2020
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from an Australian musician who’s created an online community...
#1355 - Q&A: How can I start a pandemic dating service?
September 16, 2020
Today’s listener wants to start a pandemic dating service. Will it be short-lived—or a viral sensation? Side Hustle School features a...
#1354 - Magicians Open Enchanting Online Store
September 15, 2020
Dissatisfied with the slow innovation in the magic community, two magicians create their own online retailer. Side Hustle School...
#1353 - Q&A: How can I market Jujitsu products?
September 14, 2020
A listener in Argentina is starting “Run and Roll,” a clothing brand for fans of jujitsu. How can she reach her ideal audience? Side...
#1352 - Social Media Manager Moonlights for Mothers
September 13, 2020
After a traumatic birth experience, a biologist turned social media manager takes on another new responsibility of helping expectant...
#1351 - Q&A: When is the right time to sell your business?
September 12, 2020
Today’s listener has a rugby lifestyle brand, and he might be ready to sell! How does he know if the time is right, and what should he...
#1350 - Q&A: How can I use Spotify as a lead generation source?
September 11, 2020
How can an independent musician connect with fans who discover them on Spotify or Soundcloud? Side Hustle School features a new episode...
#1349 - TBT: Coronavirus Triples Sales of Cold Brew Coffee
September 10, 2020
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the co-founder of Bizzy Coffee. They started by selling...
#1348 - Q&A: What should I know before I start a Twitch channel?
September 9, 2020
A listener has a cooking show on YouTube, and she wants to branch out to another platform. Is there a way to do this without working...
#1347 - Dedicated Runner Goes the Distance for Online Training
September 8, 2020
When a government contractor and experienced runner injures himself after a marathon, he races to start a blog helping others avoid the...
#1346 - CLASSROOM: Selling a Food & Beverage Product
September 7, 2020
Want to sell your gluten-free pizza dough or Paleo-friendly donuts? It’s not as simple as selling an ebook, but it can be done. This...
#1345 - School Teacher Designs Specialized Diets for Dogs
September 6, 2020
After a teacher in Singapore learns to develop a special diet for her beloved dog Oreo, she learns to offer this “pawsome” service to...
#1344 - Q&A: How can I increase traffic to my tarot reading website?
September 5, 2020
Today’s listener is in search of something that a lot of our listeners will relate to: traffic to her website! What should she do while...
#1343 - Q&A: How can I find companies to sponsor my podcast?
September 4, 2020
Today’s listener is planning to start a podcast, and wants to take it seriously. How can they find sponsors? Side Hustle School features...
#1342 - TBT: Offline Conversation Game Goes Online
September 3, 2020
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a Dutch co-founder of a popular game to inspire...
#1341 - Q&A: Can I make a different video about dogs every day for a year?
September 2, 2020
Today’s listener loves corgis … a lot. He’d like to make a series of daily videos about them. What should he think about if he decides...
#1340 - Book Lover Creates LGBTQ+ Subscription Service
September 1, 2020
When this book lover exhausts her network’s recommendations for LGBTQ+ books, she creates her own subscription box service.Side Hustle...
#1339 - Q&A: Is there a template to make an app or other software?
August 31, 2020
Today’s listener is looking for a template to make a website that has some specific functionality—in her case, a combination of...
#1338 - Hardworking Chef Whips Up Artisanal Cheesecakes
August 30, 2020
When a skilled chef grows tired of working in food stores, he takes on some whisk and starts his own cheesecake brand that’s anything...
#1337 - Q&A: How to go from farmers market to grocery store?
August 29, 2020
Today’s listener is one of those people who started baking while on lockdown, and it led to his first side hustle selling at farmers...
#1336 - Q&A: Should I start a new business or expand my current one?
August 28, 2020
This listener grew a side hustle to a full-time business—so naturally, now she wants to start another hustle! Is it completely new or an...
#1335 - TBT: “Graphic Designer for Dogs” Retrieves New Clients
August 27, 2020
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a graphic designer who started off by specializing in...
#1334 - Q&A: How do I market to my personal network?
August 26, 2020
Today’s listener has developed a coloring book for kids to help them learn about cell biology. She knows a lot of people in her personal...
#1333 - The Great British Baking Scratch-Off Poster
August 25, 2020
Two British military officers take their baking talents to the masses with these popular scratch-off posters featuring 100 classic...
#1332 - CLASSROOM: Crowdfunding Basics & Best Practices
August 24, 2020
Whether through Kickstarter or another platform, raising money and support through crowdfunding can be a great option—but only for the...
#1331 - Art Classes by Zoom Produce Pandemic Profits
August 23, 2020
An art teacher uses her tech savvy to offer online classes during the COVID-19 pandemic, reaching hundreds of viewers (and getting paid)...
#1330 - Q&A: How can I get past the plateau I keep encountering?
August 22, 2020
Today’s caller has been able to build his project to $1,000 a month, but can’t move past the plateau. It’s a great start! What comes...
#1329 - Q&A: How to grow a blog for couples separated by borders?
August 21, 2020
This longtime listener is an immigration attorney who’s starting a series of courses for couples separated by borders. How can she grow...
#1328 - TBT: Cybersecurity Training Becomes 7-Figure Business
August 20, 2020
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a former adjunct professor who put his course on YouTube...
#1327 - Q&A: How can an author succeed in this day and age?
August 19, 2020
Our caller today has been working on her first novel, and she doesn’t want it to be confined to a drawer forever. She wants to sell it!...
#1326 - “Secrets of Sushi” YouTube Channel Serves Hungry Fans
August 18, 2020
When a young sushi chef questions the environmental impact of his beloved cuisine, he undertakes a journey to learn about sustainable...
#1325 - Q&A: I’m obsessed with Tik-Tok! How can I make money from it?
August 17, 2020
Today’s caller is wondering about monetizing their skills through Tik Tok, cashing in on headbanging dogs and gummy bear Adele concerts....
#1324 - Couple Follows the Signs to Custom Paint Parties
August 16, 2020
When a husband and wife look to spend more time at home with their kids, they follow the signs and start a unique paint party business...
#1323 - Q&A: How to get my first customer as a digital personal assistant?
August 15, 2020
Today’s listener wants to become a digital personal assistant to help people with tech support. How should he proceed? Side Hustle...
#1322 - Q&A: How does “retargeting” work?
August 14, 2020
A listener wants to bring more attention to his podcast and blog for aviation lovers. He’s heard about “retargeting”—how does it work?...
#1321 - TBT: “Near and Deer” Taxidermy Service Mounts Up
August 13, 2020
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the co-owner of Near and Deer, a faux taxidermy service...
#1320 - Q&A: How can I get an ebook cover designed?
August 12, 2020
A listener wants to publish her husband’s science fiction stories and books on Kindle. Where can she find affordable editing and cover...
#1319 - Former High School Athlete Creates Coaching Subscription
August 11, 2020
When his old high school football coach reaches out to him, a sales professional creates a program to foster leadership skills in...
#1318 - CLASSROOM: Set Up a Wordpress Website
August 10, 2020
If you haven’t made your first website yet, this short tutorial will get you going in no time.Side Hustle School features a new episode...
#1317 - Bartender Sells Pocket-Sized Reminders of Positivity
August 9, 2020
A curious bartender discovers that his next side hustle idea has been in his pocket all along.Side Hustle School features a new episode...
#1316 - Q&A: How to grow a podcast for Toyota Prius owners?
August 8, 2020
This listener in Hungary has a podcast for owners of hybrid cars. He’s focused on the Prius for the past year, but wants to expand the...
#1315 - Q&A: How to start a guide to government grants?
August 7, 2020
Today’s listener wants to create a guide for government grants. Is this a good idea, and if so, what’s the best path forward? Side...
#1314 - TBT: These iPad Paintbrushes Never Run Dry
August 6, 2020
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a New Zealand software developer who popularizes iPad...
#1313 - Q&A: How can I drive more traffic to my site instead of Udemy?
August 5, 2020
This listener has created an ambitious home improvement video course. It’s currently hosted on a third-party platform, and he wants to...
#1312 - College Student Starts Million Dollar Design Biz
August 4, 2020
A college student uses her artistic skills to make personalized gifts for family and friends, growing it into a million dollar business....
#1311 - Q&A: Should I self-publish a mental health guidebook on Kindle?
August 3, 2020
A listener in Mexico is starting a podcast on mental health, and also wants to publish a book. Should she put it out on Kindle even...
#1310 - Lifelong Freelancer Adds Real Estate Photography to Portfolio
August 2, 2020
When a lifelong freelancer becomes interested in real estate photography after selling his home, he learns the trade and develops a new...
#1309 - Q&A: Any ideas for an architect trying to change business models?
August 1, 2020
An experienced architectural drafter is hoping to make a change. He still wants to use his professional skills, but in a way that...
#1308 - Q&A: Is it ethical to sell the same thing at different prices?
July 31, 2020
Is there anything wrong with selling to a range of customers at different prices—and if not, how can you do it without someone finding...
#1307 - TBT: English Language Game Throws Down Amazon Gauntlet
July 30, 2020
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from an English teacher who turns his passion for verbs into...
#1306 - Q&A: How to charge for a travel service post-quarantine?
July 29, 2020
Today’s listener is wondering about travel in the post-COVID world. Can he charge for a service that helps long-distance couples connect...
#1305: Wichita Native Gets Paid to Show Off His City
July 28, 2020
When his friends all leave town to move to “cooler” cities, an engineer creates an Instagram account to highlight local attractions in...
#1304 - CLASSROOM: Create Content By Answering Questions
July 27, 2020
If you’d like to receive free traffic to your website, you need to learn a few simple tips about search engine optimization (SEO). And...
#1303 - Power Plant Specialist Tugs On Archery Business String
July 26, 2020
A power plant worker hits the bullseye with a tool to create bow strings for archers.Side Hustle School features a new episode EVERY...
#1302 - Q&A: How can I fast track my idea?
July 25, 2020
Not every side hustle idea is going to work out … but is there a way to learn in advance which ones are more likely to succeed? Side...
#1301 - Q&A: How to narrow down a personal finance target market?
July 24, 2020
A listener in Dallas wants to help teens and young adults learn personal finance—but the groups she has in mind are very different. How...
# 1300 - TBT: Blogger Explores Affiliate Marketing in India
July 23, 2020
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a blogger in India who helps readers with financial...
#1299 - Q&A: Where to find free music for paid events?
July 22, 2020
This listener has been hosting a series of virtual events to connect with other moms interested in entrepreneurship, and she’d like to...
#1298 - Pharmacist Cues Connections with Conversational Cards
July 21, 2020
When a pharmacist longs for the deep connections she had with her college friends, she turns over a card to reveal a conversational side...
#1297 - Q&A: How can I get paid to help resellers?
July 20, 2020
Lots of people are exploring the world of reselling. Today’s caller is wondering … what are the reseller’s needs, and what can he sell...
#1296 - The Rise of the Beer Koozie Empire
July 19, 2020
Frustrated with the subpar experience of drinking warm beer, a college drop-out creates a multi-million dollar insulated beverage...
#1295 - Q&A: How to price services to help parents of autistic children?
July 18, 2020
A listener recently launched a coaching service for parents and caregivers of autistic kids. How can she decide on her pricing?Side...
#1294 - Q&A: Are Amazon ads worth trying?
July 17, 2020
In addition to selling more than twelve million items, Amazon.com also sells ads. Might this be a good alternative to expensive Google...
#1293 - TBT: Organization Expert Declutters 150+ Homes
July 16, 2020
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a yoga instructor turned home organizer, who donates...
#1292 - Q&A: Should I publish a daily audio diary about writing a book?
July 15, 2020
Today’s listener has an idea to work on a new book and share their journey along the way. How can they do this, and is it a good idea?...
#1291 - Recruiter Moonlights on HR Jobs Marketplace
July 14, 2020
After freelancing for five years, an HR and recruitment consultant launches a platform to help employers find the talent they need.Side...
#1290 - CLASSROOM: Forecast Your Profit on a Napkin
July 13, 2020
Your side hustle MUST have a clear plan to make money. By using a simple estimating tool to forecast profit and expense, you’ll be able...
#1289 - Social Media Fan Ties the Knot with Wedding Marketing
July 12, 2020
When a longtime social media fan (hello, AOL!) looks to add creativity into her life, she combines her passion for weddings and her...
#1288 - Q&A: How did THE MONEY TREE launch go?
July 11, 2020
A listener checks in to ask how my recent pandemic-timing book launch went. Short version: it was challenging!Side Hustle School...
#1287 - Q&A: How to sell an online birth preparation course?
July 10, 2020
A couple in the UK seeks advice on a birth preparation program course they’ve been revisiting in recent months. Side Hustle School...
#1286 - TBT: Man Makes $100,000, Five Dollars at a Time
July 9, 2020
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a man who specializes in naming businesses. He started...
#1285 - Q&A: Can you say more about imposter syndrome? I’m still struggling!
July 8, 2020
Today’s listener has no shortage of ideas, but feels held back by her own beliefs. This is a common problem … what’s the solution?Side...
#1284 - Office Manager Cleans Up With Etsy Soap Store
July 7, 2020
A seasoned traveler takes a soap-making course while living in China. Years later, she proves that soap springs eternal by starting a...
#1283 - Q&A: How should I launch a gift box service for new moms?
July 6, 2020
A listener has an idea to sell gift boxes to new moms. Should she start selling on Etsy, make her own website, or something else? Side...
#1282 - Dancer Waltzes Into Staffing Agency for Performers
July 5, 2020
When an aspiring dancer moves to New York City to make it big, she avoids becoming another broke performer by working odd side jobs—then...
#1281 - Q&A: How should my students register for an online art class?
July 4, 2020
When it comes to DIY website building tools (Squarespace, Wix, etc.), many of them have similar features. Is the same true of online...
#1280 - Q&A: Help! People keep stealing and reposting my photos
July 3, 2020
A listener is a photographer who’s concerned about people reposting their images without permission. What’s the best response in these...
#1279 - TBT: These “Sweatpant Overalls” Produce Joy and Extra Pockets
July 2, 2020
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the man who brought sweatpant overalls for men (really!)...
#1278 - Q&A: What to do with an app for Apple Watch?
July 1, 2020
One of our listeners has developed an app for the Apple Watch. So far it’s moderately successful—what should he do next? Side Hustle...
#1277 - Volunteer Turns Good Deeds Into Paid Consulting
June 30, 2020
When an Indian sales professional begins offering free advice on Quora, he discovers a valuable skill he can get paid for. Side Hustle...
#1276 - CLASSROOM: How to Avoid Getting Stuck
June 29, 2020
To be “stuck” means you’ve reached an impasse, obstacle, or limitation that hinders your progress. In this Classroom feature, learn five...
#1275 - IT Manager Gains Income After Losing Weight
June 28, 2020
When a desk worker finally manages to get in shape, he starts a personal training side biz that inspires others.Side Hustle School...
#1274 - Q&A: What have you learned from YouTube Live?
June 27, 2020
I recently finished a 30-day experiment of going live on YouTube every day to teach a short lesson and answer questions. What did I...
#1273 - Q&A: How to make a prototype for a physical product?
June 26, 2020
Our listener today is starting a side hustle that requires a physical product, and he’s wondering… how can he make a prototype? Does he...
#1272 - TBT: Bestselling Author Publishes Novels, Online Courses, and More
June 25, 2020
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from an incredibly productive author who writes novels in the...
#1271 - Q&A: What’s the best way forward in the Knowledge Economy?
June 24, 2020
It’s been a couple of decades since people have been talking about globalization and ecommerce. But it can also feel overwhelming, so...
#1270 - Brooklyn Academic Learns To Upcycle Fine China
June 23, 2020
After stumbling across a collection of fine china being thrown away, an out-of-work academic learns to upcycle similar items into tiered...
#1269 - CLASSROOM: Dealing with Unsupportive Family Members
June 22, 2020
What if your family doesn’t support your side hustle? It’s not an uncommon situation, and you don’t need to choose between your dream...
#1268 - Sophomores Stitch Together Custom T-Shirts
June 21, 2020
When two college students look to start a business, they roll up their sleeves and create a custom t-shirt company—totally off the...
#1267 - Q&A: Financial independence, retire early (FIRE)—what’s up with that?
June 20, 2020
This listener wants to know how Side Hustle School works with the model of Financial independence, retire early (FIRE). Are they...
#1266 - Q&A: How can I take my aerial yoga teaching to new heights?
June 19, 2020
Today’s caller is doing well teaching aerial yoga classes on the beach. Is there a way to scale this business and teach online? Side...
#1265 - TBT: Frozen Yogurt Dog Treats Are No Barking Matter
June 18, 2020
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the co-founder of a business that provides frozen treats...
#1264 - Q&A: Could I start a site for crafters to exchange unfinished projects?
June 17, 2020
A listener is wondering about her crafty side hustle idea: is it worth trying? If so, what’s the next step to making it reality?Side...
#1263 - River Guide Submits Side Hustle Job Application
June 16, 2020
When a river guide struggles with his company's hiring process, he uses his knowledge to build a job application software platform that...
#1262 - CLASSROOM: Halfway through the year! Let's review.
June 15, 2020
We’ve made it to the middle of 2020! Let’s review what we’ve covered in the Classroom series so far, and prepare to move to a major...
#1261 - Military Spouse Starts Subscription Box Mission
June 14, 2020
When an HR Director's husband is away on military deployment, she uses the alone time to march toward a subscription box.Side Hustle...
#1260 - Q&A: What is the business need that art fulfills?
June 13, 2020
For a lot of our stories, it’s clear what need is being met. But what about art? Among other things, this caller makes needle-felted...
#1259 - Q&A: What kind of review platform would be best for online learning?
June 12, 2020
So many people are doing online learning of all kinds these days, but selecting the right platform can also be overwhelming. Today’s...
#1258 - TBT: Lawyer Creates Course for New Parents Returning to Work
June 11, 2020
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a Washington, DC attorney with a course to help new...
#1257 - Q&A: How to get customers to leave reviews on Etsy?
June 10, 2020
Today’s caller has a new Etsy shop selling greeting cards themed around grammar jokes—and she wants more reviews! What should she...
#1256 - The Legally Blind, Six-Figure Supernatural Romance Author
June 9, 2020
When a legally blind archaeologist can’t find work, she becomes a writer instead … and goes on to earn multiple-six figures...
#1255 - CLASSROOM: Who Are “Your People”? Understanding Psychographics
June 8, 2020
Your target market is more than just “millennials” or “women aged 34-39 living in the midwest.” Identifying the values and beliefs of...
#1254 - Petal to the Metal: Sisters Start Blooming Jewelry Store
June 7, 2020
When two artistic sisters create floral resin jewelry, they start a budding side hustle that really puts the petal to the metal.What if...
#1253 - Q&A: How can I share inspiring stories without writing?
June 6, 2020
What if you begin publishing a blog and then realize you don’t love writing—might there be another way to communicate and share the...
#1252 - Q&A: Should this cupcake baker go all-in or move on?
June 5, 2020
Today’s listener is a baker who’s concerned about burnout … and not from the oven! Should she go all-in, move on, or do something...
#1251 - TBT: The “Craigslist Photographer” Returns With a Report
June 4, 2020
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the Craigslist Photographer, who returns with a report...
#1250 - Q&A: How do you grow a podcast without spending money on ads?
June 3, 2020
If a podcast falls in the forest, will anyone hear it? This listener wants to know how to grow his new show—without handing over buckets...
#1249 - Country Music Fan Hits The Decks As Part-Time DJ
June 2, 2020
When a student starts frequenting a local country music bar she decides to turn the tables as an aspiring country music DJ. Side Hustle...
#1248 - CLASSROOM: Create a Powerful Origins Story
June 1, 2020
Be your own superhero! Learn to tell the story of how you gained the unique ability that led you to develop your helpful products and...
#1247 - PR Pro Writes Herself Into Screenwriting Career
May 31, 2020
An “only for fun” romance novel leads to a multiple six-figure side gig writing real-life screenplays for this PR and marketing...
# 1246 - Q&A: Help! I’m stuck trying to find my “ah-ha” idea
May 30, 2020
Today’s listener has kept her eyes open looking for opportunities, but hasn’t spotted her “ah-ha” idea yet. How can she proceed when she...
#1245 - Q&A: Does my idea to sell art in Airbnbs make sense?
May 29, 2020
Today’s listener owns an Airbnb in Portland, Oregon, and is connected with a number of local artists. Might there be some way to bring...
#1244 - TBT: New Jersey Blog Grows to 25+ Team Members
May 28, 2020
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a New Jersey school counselor turned blogger who now has...
#1243 - Q&A: Should I pay $2,000 for a domain name I really want?
May 27, 2020
Today’s listener has found the perfect domain for her new website and YouTube channel, but it’s already been registered and the seller...
#1242 - Media Manager Prepares Moms For Parenthood
May 26, 2020
After learning about Hypnobirthing, a first-time mom conceives a service that provides tools and resources for anxious future...
#1241 - CLASSROOM: Using Automation & Workflows
May 25, 2020
How can you make a manual process easier? It starts by answering the question: “How can I do this thing better?” Side Hustle School...
#1240 - Finance Professional Goes Big With Petite Dressing
May 24, 2020
A New York City woman starts a fashion business centered around petite women, then discovers that her blog is even more popular.Side...
#1239 - Q&A: How can I get more reviews on my Amazon listing?
May 23, 2020
This listener is using Fulfillment by Amazon with some success, but she needs more reviews on her listing page. What can she do to...
#1238 - Q&A: What are some common tax deductions for side hustlers?
May 22, 2020
Let’s talk about taxes! Love them or hate them … well, I don’t think anyone really *loves* them. Good news: when you operate a side...
#1237 - TBT: Splitting Time Between Art & Accounting During COVID-19
May 21, 2020
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from one of our very first case studies, a digital caricature...
#1236 - Q&A: What are the new opportunities in a turbulent time?
May 20, 2020
Many listeners continue to wonder about the effects (positive and negative) during the time of the novel coronavirus known as COVID-19....
#1235 - Virtual Meditation in the Midst of COVID-19
May 19, 2020
When a professional bodyworker starts an online meditation community in February 2020, it takes an unexpected turn with the arrival of...
# 1234 - CLASSROOM: Design a Smart Launch Strategy
May 18, 2020
You’ve put a lot of work into developing your product. How can you make sure that people notice? Side Hustle School features a new...
#1233 - Oncology Nurse Creates Candles During Coronavirus Crisis
May 17, 2020
When a nurse launches her retail candle business right before the coronavirus lockdown, she changes tactics and finds a flicker of...
#1232 - Q&A: How to manage multiple side hustles?
May 16, 2020
Today’s caller is starting to publish public domain titles as e-books, but she already makes money restoring furniture. How should she...
#1231 - Q&A: How can I rent out my spare bedroom on Airbnb?
May 15, 2020
An attorney who isn’t home a lot would like to earn passive income from renting out her spare bedroom. What does she need to know, and...
#1230 - TBT: Returning to the Workplace AFTER Quitting Your Job
May 14, 2020
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a New Jersey woman who sells monogrammed scarves. After...
BONUS: Small Business Strategies During COVID-19, PART III
May 13, 2020
How are small businesses doing in the wake of COVID-19? It turns out that some are struggling (a lot), others are thriving, and many...
#1229 - Q&A: Can I resell items I get for free?
May 13, 2020
Today’s listener received some free display equipment at a trade show. Can he resell it without worrying, or does this create an ethical...
#1228 - Pinup Photographer Gets Creative with Facetime Sessions
May 12, 2020
In this creative response to COVID-19 limitations, a vintage photographer finds a way to adapt her services to “Facetime photo shoots.”...
#1227 - CLASSROOM: Pros and Cons of The Funnel Model
May 11, 2020
Sell someone something at a low entry price, then sell them something else at a higher price, then repeat. What could go wrong?Side...
#1226 - English Teacher Writes His Way Into All-Star Tutoring
May 10, 2020
An English teacher becomes New York City’s #1 writing tutor, as judged by Yelp reviews. How does he thrive in this crowded market? Side...
#1225 - Q&A: Can I use another author's work in my book?
May 9, 2020
Today’s listener has a question about copyright: what are the rules about quoting or referencing someone else’s work in something you...
#1224 - Q&A: Someone left me a bad review! What should I do??
May 8, 2020
Oh no! Today’s listener received a bad review on Etsy through no fault of their own. Is there anything they can do to appeal? Side...
#1223 - TBT: Subversive Snarky Hand-Stamped Jewelry
May 7, 2020
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a maker in Arkansas who builds her brand on a...
BONUS: Small Business Strategies During COVID-19, PART II
May 6, 2020
How are small businesses doing in the wake of COVID-19? It turns out that some are struggling (a lot), others are thriving, and many...
#1222 - Q&A: Should I create a new company for my product idea?
May 6, 2020
Today’s listener has a podcast and wants to create a “Fear Journal” to help other side hustlers navigate the journey. Should he start...
#1221 - Ultimate Ukuleles Tune Up Underrated Side Income
May 5, 2020
When a music store employee becomes concerned about a recession, he hits the right note by selling high-end ukuleles.Side Hustle School...
#1220 - CLASSROOM: How Will You Fulfill Orders?
May 4, 2020
When someone places an order, what comes next? Whether you’re selling a physical or digital product, providing a service, or something...
#1219 - Tasmanian Insurance Manager Sells Reusable Cutlery Holders
May 3, 2020
An insurance manager sets out to make reusable cutlery more convenient, overcoming obstacles on her way to earning $2,000/month on the...
#1218 - Q&A: I'd like to sell a toolkit to sole proprietors ... what do you think?
May 2, 2020
Today’s listener has an idea to sell a toolkit to help sole proprietors become more efficient. What are the pros and cons of this...
#1217 - Q&A: Is reselling gift cards a viable idea?
May 1, 2020
Today’s listener is thinking about buying and reselling unused gift cards. It sounds like an interesting idea, but is he missing...
#1216 - TBT: Clothing Design Co. Adapts to COVID-19
April 30, 2020
This ambitious textile designer expanded her business into a retail shop right before the coronavirus hit—how is she adapting?Side...
#1215 - Q&A: Where and how do I promote my new app?
April 29, 2020
Today’s caller is wondering about where to promote a wellness app she’s made. How is promoting an app different from anything else … or...
BONUS: Small Business Strategies During COVID-19, PART I
April 29, 2020
How are small businesses doing in the wake of COVID-19? It turns out that some are struggling (a lot), others are thriving, and many...
#1214 - Writing Teacher Rolls Dice On Metaphor Game