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 15, 2025 • 5min
Ep. 3118 - Q&A: “How can I launch a no-recipe cooking channel?”
Can a no-recipe cooking channel be a money-maker? The hosts dive into the art of kitchen improvisation, discussing its potential as a unique niche in the food industry. A listener from Tallahassee shares her aspirations, prompting a conversation about developing an engaging brand and connecting with audiences through intuitive cooking. Tips for aspiring creators on assessing their ideas for market success are also highlighted, sparking inspiration for those looking to blend creativity with culinary skills.
Jul 14, 2025 • 5min
Ep. 3117 - First $1,000: From Power Rangers to Profits in Two Weeks
Discover how a toy collector transformed a passion for vintage figures into a profitable side hustle. By leveraging estate sales and eBay, he created a low-stress resale system. Focusing on collectibles like Power Rangers and Star Wars, he shares practical tips for managing inventory and maximizing profits. Tune in for inspiration on earning extra income without quitting your day job!
Jul 13, 2025 • 8min
Ep. 3116 - Weekend Workshop: The $3,000/Month Cruise Ship Review Site
Learn how a wedding gift sparked a thriving side business focused on cruise travel. Discover the importance of niche markets as a couple transforms their experience into a valuable resource for first-time cruisers. This entertaining session dives into key steps and concepts for building side hustles in 2025, emphasizing the potential of turning personal experiences into profit. A valuable guide for anyone looking to earn extra income without leaving their job!
Jul 12, 2025 • 5min
Ep. 3115 - Q&A: “How much inventory should I keep on hand?”
Discover the art of inventory management in small businesses, especially when resources are tight. Learn how to strike the perfect balance between having too much and not enough stock. The discussion includes practical strategies for sales forecasting and managing limited product runs, particularly for perishable items. Entrepreneurs will pick up tips to navigate these crucial challenges while fostering growth and efficiency.
Jul 11, 2025 • 5min
Ep. 3114 - Q&A: “Is it okay to use a fake name for my business?”
Using a fake name in business can spark debates about ethics and privacy. This discussion looks into the pros and cons of staying anonymous while running a side hustle. It highlights the balance between creative marketing and ethical practices. Listeners gain insights into potential risks and legal considerations, ensuring a safe approach to entrepreneurship. Plus, it poses the question of whether privacy is a smart move or if it veers into shady territory.
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.
