
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

8 snips
Jan 16, 2025 • 7min
Ep. 2938 - TBT: Ghost Influencers and the Art of Viral Storytelling
Discover the intriguing world of ghost influencers—anonymous personalities that drive real engagement for brands. Learn how one social media manager turned this concept into a successful business, highlighting the fusion of creativity and marketing strategies. The discussion also addresses the ethical ramifications and the challenge of maintaining trust in an era dominated by AI. Additionally, there's a surprising twist with insights on colon cancer screening and innovative home testing options, making this a truly multifaceted episode.

Jan 15, 2025 • 7min
Ep. 2937 - Woman on Food Stamps Earns $86,000 Teaching People to Bake Bread
A woman's inspiring journey from food stamps to financial independence takes center stage. She found her passion in baking sourdough and turned it into a successful online course. Her story encourages others to find their side hustle while keeping their day job. The episode highlights the power of creativity and determination in overcoming adversity, making it a must-listen for anyone looking to transform their lives.

Jan 14, 2025 • 6min
Ep. 2936 - Q&A: “What’s the downside of getting funded?”
A catering entrepreneur confronts the tricky decision of outside funding. Explore the financial pressures and potential loss of control that come with taking on investors. The discussion advocates for careful planning and sometimes opting for a bootstrap approach. Additionally, there's an important reminder about the benefits of early colon cancer screening starting at age 45, with a nod to the Cologuard test as a convenient option. Insightful advice and health awareness all in one!

Jan 13, 2025 • 6min
Ep. 2935 - First $1,000: The High-Profit Second Life of Thrifted Goods
Discover the fascinating world of reselling thrifted goods through the journey of a passionate repair enthusiast. Hear how he turned gently used items into a profitable business by refurbishing and sharing their unique stories. This story inspires listeners to consider reselling as a side hustle, revealing strategies that boost profits significantly. Additionally, there's an eye-opening discussion on the importance of early colon cancer screening and innovative testing solutions to encourage proactive health measures.

Jan 12, 2025 • 7min
Ep. 2934 - Weekend Workshop: Beg, Borrow, or Steal Ideas
Discover how the power of observation can unlock new side hustle opportunities. Learn to spot everyday problems, market gaps, and inefficient processes that can spark innovative business ideas. Engage in practical activities to enhance your observational skills, and document your findings to sharpen your entrepreneurial intuition. This insightful segment encourages you to transform your daily experiences into profitable ventures!

Jan 11, 2025 • 6min
Ep. 2933 - Q&A: “How do I know if my idea is going to work?”
Curious about launching an app? Discover how to validate your carpooling app idea aimed at parents. Learn practical strategies for testing market demand and estimating costs. Gain insights into spotting potential pitfalls before investing time and money. The discussions unfold actionable steps for aspiring entrepreneurs keen on turning their ideas into successful ventures.

Jan 10, 2025 • 5min
Ep. 2932 - Q&A: “Should I open a second location?”
A fitness studio owner contemplates opening a second location, weighing the challenges of expansion. The conversation dives into crucial questions for assessing readiness and market viability. Tips on minimizing risks and ensuring the original studio's stability are shared, making growth sustainable without the overwhelm. It’s a practical exploration of scaling a successful business while maintaining its integrity.

Jan 9, 2025 • 7min
Ep. 2931 - TBT: From Gear Rentals to New Zealand Wilderness Adventures
This podcast highlights an inspiring journey from renting camping gear to leading guided wilderness adventures in New Zealand. It examines how the side hustler catered to beginner adventurers, curating engaging hiking experiences. Additionally, the power of social media is discussed as a key driver for business growth and customer engagement. The episode also touches on the importance of early colon cancer screening, emphasizing modern approaches to health that challenge outdated norms.

Jan 8, 2025 • 6min
Ep. 2930 - Role-Play ing Pastor Rolls The Dice On $2,800/Month Hustle
A Presbyterian pastor found himself burnt out from low-paying jobs, but a spark of inspiration transformed his passion for Dungeons and Dragons into a custom dice business. Now earning $2,800 a month, he navigates entrepreneurial challenges while enjoying newfound freedom. Additionally, there's a compelling discussion on the necessity of early colon cancer screenings, introducing innovative options like the Cologuard test, making health management more accessible for everyone.

Jan 7, 2025 • 5min
Ep. 2929 - Q&A: “What can I learn from my website analytics?”
Dive into the world of website analytics to boost your e-commerce game! Discover how conversion and bounce rates can drive your online sales. Learn to decode traffic sources for smarter marketing strategies. Perfect insights for anyone looking to optimize their online shop, especially those in niche markets like candle-making. Unlock the secrets to measuring success and growing your business without sacrificing your day job!