
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 15, 2023 • 5min
#2479 - Q&A: “An app to help consumers find class-action lawsuits…”
Today’s caller is combining a background in law with tech skills to create something potentially groundbreaking—an app that connects people to class action lawsuits they could join.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.

Oct 14, 2023 • 6min
#2478 - Q&A: “How do I develop my side hustle skill set?”
This caller is a modern-day Renaissance man with skills ranging from programming to music production and even cooking. But with so many talents, he's feeling stuck, unsure which path to follow for his side hustle. 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.

Oct 13, 2023 • 7min
#2477 - Failure Friday: Running a PR Agency Is Harder Than It Looks
In this week’s Failure Friday segment, we hear from a communications graduate who planned to open a PR agency. Unfortunately, her first attempt didn’t work out as well as she’d hoped.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.

Oct 12, 2023 • 5min
#2476 - TBT: The Evolution of an Edible Insect Business
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the visionary behind a cricket farm that specializes in edible insect snacks. He shares insights into how market shifts, supply chain challenges, and an organic grocery chain have shaped his unique business.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.

Oct 11, 2023 • 6min
#2475 - Q&A: “Failure Friday feels discouraging…”
The host addresses listener concerns about feeling anxious from the 'failure Friday' episodes, explaining their purpose as encouraging and providing helpful questions to reframe failure. Also, learning from failures and turning anxiety into action is discussed to inspire a supportive community.

Oct 10, 2023 • 5min
#2474 - Q&A: “Best platforms for selling information products?”
A digital marketer prepares to launch her first info product. What are some of the best platforms to use?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.

Oct 9, 2023 • 6min
#2473 - First $1,000: The Pacific Northwest Tiny Home Designer
This week's First $1,000 segment features a Pacific Northwest Tiny Home Designer in Olympia, Washington. He shares insights on how he started designing tiny homes. The chapter explores his small business, including market research, package deals, and scaling strategies.

Oct 8, 2023 • 6min
#2472 - Q&A: “What works best for a sprint-and-stop schedule?”
Learn how to adapt to unpredictable work schedules and discover ways to earn extra money during downtime. Explore side hustle ideas that align with a stop-and-go work rhythm such as e-commerce, affiliate marketing, and digital products.

Oct 7, 2023 • 6min
#2471 - Q&A: “My partner resents my side hustle…”
In this episode, the host addresses a caller's question about managing a side hustle while keeping their relationship happy. They discuss the importance of setting boundaries and effective communication. Strategies for maintaining a healthy relationship while pursuing a side hustle are also discussed, such as involving your partner and setting boundaries.

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.