
Side Hustle School
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.
Sales and Distribution by Lemonada Media https://lemonadamedia.com/
Latest episodes

Oct 6, 2023 • 6min
#2470 - Failure Friday: Turns Out Ideas Don’t Magically Happen
The podcast discusses the importance of taking action on side hustle ideas and inspires listeners to pursue their entrepreneurial endeavors. They share the experiences of an aspirational side hustler who has hesitated to take action on various business ideas. The host also emphasizes the significance of taking small steps to start a side hustle and encourages listeners to visit the podcast website for more information.

Oct 5, 2023 • 6min
#2469 - TBT: Action Figure Fan Sells GI Joe & Transformers
An action figure seller who actively buys and sells hundreds of GI Joe, Transformers, and other classic brands shares strategies for identifying profitable figures, sourcing inventory, and valuable lessons learned. Learn about the challenges and fulfilling aspects of the action figure business.

Oct 4, 2023 • 6min
#2468 - Q&A: “How much time do I need to spend?”
The host discusses the importance of time management and shares a story of a listener's unsuccessful project. Advice is given on balancing a retail job, family life, and a side hustle. The speaker highlights the benefits of finding a balance and preventing burnout. The importance of choosing the right side hustle based on time commitment is emphasized, with examples of dropshipping and affiliate marketing.

Oct 3, 2023 • 5min
#2467 - Q&A: “Should I quit my dropship hustle?”
Learn about selling cars to Carvana and get advice on whether to quit or pivot a drop shipping business. The hosts discuss red flags and encourage making your own choices.

Oct 2, 2023 • 6min
#2466 - First $1,000: Sorority “Personal Brand Advisor” for Rush Week
A junior at the University of Alabama advises potential sorority sisters on improving their personal brands during rush week. The episode discusses the importance of personal branding in the digital age, over-delivering to convert clients into advocates, and addresses concerns about mental health, self-confidence, and comparison envy.

Oct 1, 2023 • 5min
#2465 - Q&A: “Can I earn money on Twitch without streaming all day?”
Learn how to monetize a love for gaming on Twitch without making it a full-time gig. Discover strategies to earn money through subscriptions, special events, and repurposing streaming content.

Sep 30, 2023 • 5min
#2464 - Q&A: “What’s the best way to monetize a small news site?”
An independent journalist in New Mexico seeks to revitalize the local news, starting with his own independent website—but needs help with monetization. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week.Show notes: SideHustleSchool.comEmail: team@sidehustleschool.comBe on the show: SideHustleSchool.com/questionsConnect on Twitter: @chrisguillebeauConnect on Instagram: @193countriesVisit Chris's main site: ChrisGuillebeau.comIf you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for your five-star ratings—it shows that people are listening and looking forward to new episodes. 😎 🙏🏼 To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoicesSee omnystudio.com/listener for privacy information.

Sep 29, 2023 • 6min
#2463 - Failure Friday: Halloween Festival Gets Rained Out
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 downpour that arrived on the big day turned out to be the least of her problems. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week.Show notes: SideHustleSchool.comEmail: team@sidehustleschool.comBe on the show: SideHustleSchool.com/questionsConnect on Twitter: @chrisguillebeauConnect on Instagram: @193countriesVisit Chris's main site: ChrisGuillebeau.comIf you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for your five-star ratings—it shows that people are listening and looking forward to new episodes. 😎 🙏🏼 To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoicesSee omnystudio.com/listener for privacy information.

Sep 28, 2023 • 7min
#2462 - TBT: Parking Lot Striper Lines Up Repeat Business
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a parking lot striper who’s built a seasonal, recurring business keeping parking lines looking spiffy. For less than five hours a week on average, he earns an extra $2,500/monthSide Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week.Show notes: SideHustleSchool.comEmail: team@sidehustleschool.comBe on the show: SideHustleSchool.com/questionsConnect on Twitter: @chrisguillebeauConnect on Instagram: @193countriesVisit Chris's main site: ChrisGuillebeau.comIf you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for your five-star ratings—it shows that people are listening and looking forward to new episodes. 😎 🙏🏼 To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoicesSee omnystudio.com/listener for privacy information.

Sep 27, 2023 • 5min
#2461 - Q&A: “I’m a Parisian architect building 3D models…”
With over a decade of experience, this European architect is planning to venture into the realm of 3D visualization. How can he stack the building blocks in his favor?Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week.Show notes: SideHustleSchool.comEmail: team@sidehustleschool.comBe on the show: SideHustleSchool.com/questionsConnect on Twitter: @chrisguillebeauConnect on Instagram: @193countriesVisit Chris's main site: ChrisGuillebeau.comIf you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for your five-star ratings—it shows that people are listening and looking forward to new episodes. 😎 🙏🏼 To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoicesSee omnystudio.com/listener for privacy information.