
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

Mar 6, 2025 • 6min
Ep. 2987 - TBT: Solo Nutrition Practice Offers Corporate Wellness Service
In this week’s Throwback Thursday segment, discover how a freelance nutritionist transitioned from personal meal plans to comprehensive corporate wellness programs, creating ongoing value for employees and stable income for herself. 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.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com Read A Year of Mental Health: yearofmentalhealth.com If 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. 😎 🙏🏼 See omnystudio.com/listener for privacy information.

Mar 5, 2025 • 8min
Ep. 2986 - STORY: Itchy Honeymoon Shaves Way To Pubic Oil Kingdom
Three friends embrace the reality of pubic area discomfort and build a pubic oil businesses from scratch, turning it into a six-figure side hustle despite the skepticism of literally every person they talked to. 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.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com Read A Year of Mental Health: yearofmentalhealth.com If 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. 😎 🙏🏼 See omnystudio.com/listener for privacy information.

Mar 4, 2025 • 5min
Ep. 2985 - Q&A: “How can I relaunch a product that didn’t sell well the first time?”
In this episode, we help a small business owner decide whether to relaunch a product that didn’t perform well the first time. How can she turn a past flop into a future success? 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.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com Read A Year of Mental Health: yearofmentalhealth.com If 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. 😎 🙏🏼 See omnystudio.com/listener for privacy information.

Mar 3, 2025 • 6min
Ep. 2984 - First $1,000: Hitting the Highway for RV Deliveries
A retiree reveals how he transformed his CDL skills into a lucrative side hustle by delivering RVs across the country. He shares thrilling tales of scenic road trips and the financial perks that come with working on the open road. This episode highlights the freedom and adventure of exploring new places while earning extra income, perfect inspiration for anyone looking to turn their passions into profit.

13 snips
Mar 2, 2025 • 6min
Ep. 2983 - Weekend Workshop: Create an Origins Story
Discover the essential elements of crafting an origin story that resonates with your audience. Learn how authentic narratives can forge deeper connections between customers and businesses. Explore real-life examples demonstrating the power of storytelling in branding. Plus, engage in practical exercises to develop your own compelling side hustle narrative. This journey emphasizes building trust and showcasing your unique approach in a competitive market.

Mar 1, 2025 • 6min
Ep. 2982 - Q&A: “How do I get media coverage for my small business?”
Discover how a sustainable home goods brand can shine in the media spotlight without breaking the bank. The discussion reveals cost-effective strategies for securing press coverage, including practical pitching techniques and targeting local outlets. Learn effective DIY PR tactics to build relationships and enhance visibility, making it easier for small businesses to gain the attention they deserve. Tune in for actionable insights that can help you promote your venture successfully!

Feb 28, 2025 • 5min
Ep. 2981 - Q&A: “How can I edit course videos efficiently on a budget?”
Discover how to elevate your video editing game without emptying your wallet. Explore budget-friendly tools like CapCut and Descript, perfect for beginners. Learn practical tips to enhance lighting and audio quality for a polished look. Plus, find out how to streamline your workflow for more efficient video creation. Whether you're a seasoned creator or just starting out, these insights will help you produce stunning course videos on a budget!

Feb 27, 2025 • 6min
Ep. 2980 - TBT: Production Assistant Specializes in Props Sourcing
Explore the unique journey of a production assistant in Vancouver who carved out a niche in props sourcing for film and TV. Learn how embracing an unusual market need led to steady work and greater credibility in a competitive landscape. Discover the creative strategies that helped transform a side hustle into a thriving business, providing insights for those looking to pursue entrepreneurial ventures while maintaining their day job.

Feb 26, 2025 • 6min
2979 - Former Construction Inspector Helps Students Pass Exams
A former teacher transforms into a construction inspector and creates online courses to help others pass their exams. His innovative teaching methods address industry barriers while making exam preparation accessible. Learn how he balances his entrepreneurial spirit with his construction career, carving out a successful side hustle that benefits aspiring professionals.

Feb 25, 2025 • 5min
Ep. 2978 - Q&A: “How can I grow my streaming audience?”
Discover how a college gamer can boost their streaming audience and monetize their passion! Effective strategies for platforms like Twitch, YouTube, and TikTok are discussed, alongside tips for diversifying content. Learn how to connect with viewers more meaningfully and unlock new monetization opportunities. Get insights into overcoming stagnation in viewership and balancing focus across different platforms for steady growth. Tune in for daily inspirations and practical advice on making side hustles work!