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.<hr><p style='color:grey; font-size:0.75em;'> Hosted on Acast. See <a style='color:grey;' target='_blank' rel='noopener noreferrer' href='https://acast.com/privacy'>acast.com/privacy</a> for more information.</p>

Side Hustle School
Claim This Podcastby Chris Guillebeau
Podcast Authority
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Podcast Overview
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.<hr><p style='color:grey; font-size:0.75em;'> Hosted on Acast. See <a style='color:grey;' target='_blank' rel='noopener noreferrer' href='https://acast.com/privacy'>acast.com/privacy</a> for more information.</p>
Language
🇺🇲
Publishing Since
12/20/2016
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Recent Episodes

June 28, 2026
Ep. 3466 - STORY: Music Graduate Makes Spare Change Filling Spare Rooms
Chris Guillebeau interviews a music graduate who transforms spare rooms into income, revealing a creative approach to earning extra money.

June 27, 2026
Ep. 3465 - Q&A: “Help! I’m stuck trying to find my ‘ah-ha’ idea”
Host Chris Guillebeau interviews a listener seeking guidance on discovering her "ah-ha" idea for a side hustle.

June 26, 2026
Ep. 3464 - Failure Friday: “We accept your proposal… to resign”
Chris Guillebeau interviews a listener about their surprising "Failure Friday" proposal to resign, offering insights into navigating career transitions.
3,529 total episodes available with 972 transcripts
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Hello Monday with Jessi Hempel
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Frequently asked questions
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- What is Side Hustle School?
- How often does this podcast release new episodes?
This podcast updates daily.
- Where can I listen to this podcast?
This podcast is available on 10 platforms including Apple Podcasts, Spotify, and more. You can also use the RSS feed directly.
- Does this podcast accept guests?
No, this podcast does not typically feature guests.
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