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
Jul 10, 2025 • 6min
Ep. 3113 - TBT: How I Flipped Facebook Marketplace Finds Into Tuition Money
Discover how a college student creatively turned Facebook Marketplace finds into nearly $15,000 for tuition. Their strategic buying, refurbishing, and reselling system showcases resourcefulness in achieving financial goals without loans. The journey also highlights the challenges of flipping items, alongside the benefits of using tools like ShipStation for smooth order management. This inspiring tale proves that with a little ingenuity, side hustles can significantly alleviate financial burdens.
Jul 9, 2025 • 6min
Ep. 3112 - STORY: “Graphic Design for Dogs” Earns $84,000
A passionate graphic designer merges her love for dogs with her skills to create a unique side hustle. By pinpointing a gap in the pet industry, she successfully establishes a thriving business that rakes in $84,000 a year. This inspiring tale showcases how you can turn personal interests into profitable ventures. Tune in to discover how creativity and dedication can lead to financial success without leaving your day job.
Jul 8, 2025 • 5min
Ep. 3111 - Q&A: “Is standing in line for cash a legit side hustle?”
Could standing in line be your next big money maker? This discussion dives into the intriguing world of paid queue-sitting and questions its legitimacy as a side hustle. Listeners hear a compelling case study of someone who turned this odd gig into a thriving business. Plus, there are insights on how to choose side hustles that match your skills and interests. With practical challenges laid out, the episode encourages creative thinking for sustainable income opportunities.
Jul 7, 2025 • 6min
Ep. 3110 - First $1,000: Murder Mystery Lover Sells Clues in the Mail
Discover how a crime fiction aficionado turned her passion into profit by creating a unique detective-for-hire game. Players receive intriguing clues through the mail, adding an immersive twist to storytelling. Learn about her creative process, from the initial concept to impressive financial success. She’s transformed curious readers into engaged participants, showcasing how a love for mysteries can evolve into a lucrative side hustle.
5 snips
Jul 6, 2025 • 8min
Ep. 3109 - Weekend Workshop: The Fish Tank Review Method
Learn how a passion for fish tanks can become a lucrative side hustle! Discover how one individual transformed hobby writing into passive income through Amazon affiliate marketing. The episode emphasizes the need to identify personal interests and market demand, showcasing the potential of content optimization in side hustles. Each week, you’ll find practical steps to monetize your skills and knowledge, making it accessible and actionable for everyone.
Jul 5, 2025 • 4min
Ep. 3108 - Q&A: “Can I make money as a film location scout?”
Discover how to turn your love for exploring unique locations into a profitable side hustle! Learn about location scouting for films, including practical tips for those without Hollywood connections. Hear a listener's journey towards becoming a creative concierge for indie filmmakers and the best ways to position yourself in niche markets. Explore the art of urban exploration and uncover the hidden gems of your city while earning extra income!
Jul 4, 2025 • 6min
Ep. 3107 - Q&A: “How do I turn digital nostalgia into a creative business?”
Can late-90s internet nostalgia pave the way for a creative business? Discover how to turn fond memories into profitable ventures like downloadable wallpapers and vintage stickers. The discussion highlights the importance of originality and copyright respect. Learn about building an audience on social media and the various monetization strategies that can help transform your passion project into a thriving side hustle.
Jul 3, 2025 • 6min
Ep. 3106 - TBT: Fixing Guitar Pedals Becomes High-Margin Hustle
Discover how one individual turned a passion for music into a thriving side hustle by repairing broken guitar pedals using YouTube tutorials. Delve into the world of flipping vintage gear, uncovering the hidden financial potential of these undervalued items. The podcast also highlights how modern technology, like AI, can enhance productivity in small businesses. Tune in for a blend of creativity and entrepreneurial spirit that shows anyone can monetize their hobbies!
Jul 2, 2025 • 7min
Ep. 3105 - STORY: Aussie Man Eats Nothing But Potatoes for 365 Days
An Australian man's year-long commitment to a potato-only diet leads to a stunning 121-pound weight loss. His journey to overcome food addiction takes a surprising turn as it evolves into a successful side hustle. The challenges he faced and the research he conducted on nutrition highlight the power of determination. This inspiring tale showcases how personal struggles can open doors to unexpected opportunities. It's a testament to transforming a unique experience into a flourishing business.
6 snips
Jul 1, 2025 • 5min
Ep. 3104 - Q&A: “Can I run a resale business entirely on Instagram?”
Discover the booming trend of running resale businesses exclusively on Instagram. Hear a caller's transition from Poshmark, revealing the ups and downs of crafting an authentic brand. Learn about the art of flipping vintage goods and the unique challenges of building a loyal customer base in a crowded market. This engaging discussion sheds light on innovative ways to monetize creativity without relying on traditional selling platforms.
