

Side Hustle School
Chris Guillebeau / Onward Project
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/
Sales and Distribution by Lemonada Media https://lemonadamedia.com/
Episodes
Mentioned books

10 snips
Aug 14, 2025 • 5min
Ep. 3148 - TBT: How I Knew It Was Time to Quit My Side Hustle
A side hustler shares the ups and downs of running a successful online stationery shop. The story dives into the thrill of starting out, and how it eventually led to stress and burnout. The speaker reflects on the hard decision to shut it down, highlighting the importance of reassessing personal goals. It emphasizes that quitting can be a vital step toward new opportunities and explores the emotional process of letting go. Effective time management plays a crucial role in this journey of transition.

Aug 13, 2025 • 8min
Ep. 3147 - STORY: Coffee Lovers Brew Quick Fix Into $1 Million Hustle
Discover the journey of a General Mills employee who transformed his passion for cold brew coffee into a thriving business. While training for a grueling obstacle course and juggling a full-time job, he and his partner launched Busy Coffee. This fascinating story delves into their challenges in sourcing and marketing, leading to over a million dollars in sales. They share valuable insights on risk management, timing, and the motivation to inspire aspiring entrepreneurs looking to turn their hobbies into profitable ventures.

Aug 12, 2025 • 5min
Ep. 3146 - Q&A: “Can you buy or sell Instacart accounts as a side hustle?”
Curious about buying and selling Instacart accounts? Dive into the controversial gray market as the hosts explore potential profits and the serious risks involved, like account bans. Discover the journey of a former Instacart shopper who navigates this hustling world. The discussion doesn't just highlight this risky venture; it also teases safer side hustle alternatives for those looking to earn extra cash. Tune in for insights that could steer your side hustle path in an unexpected direction!

Aug 11, 2025 • 7min
Ep. 3145 - First $1,000: Ambient Train Noise Finds Global Audience
A train sound enthusiast turned their passion for ambient railway recordings into a thriving digital product for sleep and meditation. Their journey showcases the potential of niche markets and how a simple hobby can become a profitable side hustle. Despite minimal promotion, impressive sales followed, highlighting innovative marketing strategies. Listeners are inspired to explore their own hobbies for lucrative opportunities.

6 snips
Aug 10, 2025 • 8min
Ep. 3144 - Weekend Workshop: When Your Side Project Replaces Your Career
Discover how a cancer researcher pivoted from a career setback to launch a genetics kit business, showcasing the power of adaptability. Listen to a former academic turn a gin passion into a commercial venture after a grant rejection. Follow their journey of home distillation, navigating the liquor industry with creativity and resilience. Get inspired by innovative marketing strategies that transformed a hobby into a successful craft gin kit business. It's a treasure trove of entrepreneurial insights for anyone looking to ignite their side hustle!

18 snips
Aug 9, 2025 • 6min
Ep. 3143 - Q&A: “What are the best renewable markets for a side hustle?”
Discover the untapped potential of renewable markets for your side hustle! High school grads, new parents, and brides-to-be are prime customers waiting for your innovative ideas. Learn how to leverage pivotal life changes and seasonal demands to secure a steady flow of business. This insight is perfect for anyone looking to earn extra income creatively while keeping their day job.

Aug 8, 2025 • 6min
Ep. 3142 - Q&A: “What’s the business process for releasing an indie game?”
Thinking of launching your own indie game? Discover the ins and outs of releasing on Steam, from costs to marketing strategies. Solo developers face fierce competition and must find ways to stand out. Learn essential business processes and the importance of community engagement to boost visibility and drive sales. This episode is packed with actionable insights to help you turn your passion project into profit!

Aug 7, 2025 • 6min
Ep. 3141 - TBT: How My Print-on-Demand Shop Landed a Licensing Deal
Discover the inspiring journey of an independent artist who transformed her print-on-demand shop into a licensing success with a major retailer. Learn about the ups and downs of negotiation and how it impacted her creativity. The discussion emphasizes the thrill of entrepreneurship and the importance of customer trust and shipping solutions. It's a motivating reminder that anyone can turn their passion into a profitable side hustle!

Aug 6, 2025 • 8min
Ep. 3140 - STORY: Couple Goes From Crashed Drone To Soaring Side Hustle
A couple turns a drone crash into a lucrative coaching business, showcasing their innovative spirit. They share how they evolved from a struggling venture to a thriving educational platform by capitalizing on market needs. Their journey highlights resilience and the power of learning from setbacks, proving that inspiration can come from the most unexpected places.

Aug 5, 2025 • 5min
Ep. 3139 - Q&A: “Can I sell my ideas for inventions?”
Ever dreamed of cashing in on your inventive ideas without diving into full-blown business? Discover the ins and outs of licensing concepts as a savvy, low-risk alternative. Learn how execution trumps mere creativity and why creating prototypes and effective sell sheets can make all the difference. The discussion also emphasizes targeting the right companies to pitch your inventions, turning your creativity into a potential income stream.


