Side Hustle School

Side Hustle School Podcast

Latest Episodes

#2472 - Q&A: “What works best for a sprint-and-stop schedule?”

October 8, 2023 - 05:47
A caller has a job that cycles between intense work and downtime, and he's looking for a side hustle to fit that rhythm.Side Hustle...

#2471 - Q&A: “My partner resents my side hustle…”

October 7, 2023 - 05:32
A caller grapples with how to manage her side hustle while keeping her relationship happy. We talk about setting boundaries, the...

#2469 - TBT: Action Figure Fan Sells GI Joe & Transformers

October 5, 2023 - 05:54
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from an action figure seller who actively buys and sells...

About The Show

A daily show for everyone who works a regular job and wants to start an income-earning project on the side. In each episode, listeners will hear a different story of someone who's started a side hustle—along with what went well, how that person overcame challenges, and what happened as a result. The show is written and hosted by Chris Guillebeau, the New York Times bestselling author of The $100 Startup, The Happiness of Pursuit, and other books.

More Episodes

#2472 - Q&A: “What works best for a sprint-and-stop schedule?”

October 8, 2023 - 05:47
A caller has a job that cycles between intense work and downtime, and he's looking for a side hustle to fit that rhythm.Side Hustle...

#2471 - Q&A: “My partner resents my side hustle…”

October 7, 2023 - 05:32
A caller grapples with how to manage her side hustle while keeping her relationship happy. We talk about setting boundaries, the...

#2469 - TBT: Action Figure Fan Sells GI Joe & Transformers

October 5, 2023 - 05:54
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from an action figure seller who actively buys and sells...

#2468 - Q&A: “How much time do I need to spend?”

October 4, 2023 - 05:42
In this episode, we help a listener figure out how much time she realistically needs to invest in a side hustle while managing her...

#2467 - Q&A: “Should I quit my dropship hustle?”

October 3, 2023 - 05:08
When is a side hustle just not viable? In this episode, we look at a few red flags that could indicate it's time to change your business...

#2466 - First $1,000: Sorority “Personal Brand Advisor” for Rush Week

October 2, 2023 - 06:10
In this week’s First $1,000 segment, we hear from a junior at the University of Alabama who advises potential sorority sisters on how to...