
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

Jan 28, 2024 • 5min
#2584 - Q&A: “How to support your local community AND make a profit?”
Learn how to create a side hustle that benefits your wallet and your community. Discover practical tips for building a community-oriented business, including setting up a co-working space and providing technology solutions for local businesses.

Jan 27, 2024 • 5min
#2583 - Q&A: “The risks of reselling concert tickets…”
Explore the risks and strategies of reselling concert tickets, including ways to minimize unsold tickets and maximize profits.

Jan 26, 2024 • 6min
#2582 - Failure Friday: The Fitness App Fumble
A personal trainer turned app developer shares his journey of creating a fitness app, only to realize that users missed the communal experience of a gym. The speaker reflects on the failure and discusses the importance of personal connections in the fitness industry.

Jan 25, 2024 • 7min
#2581 - TBT: Recipe Blogger Posts “Dumb” Articles for Google
A recipe blogger with a passion for cooking and digital marketing shares the secrets behind successful recipe blogging. They discuss the importance of SEO, the lengthiness of online recipe posts, and how to monetize a blog using Google AdSense. Learn about the impact of SEO guidelines on website content and the potential to earn $4,000 per month with AdSense.

Jan 24, 2024 • 6min
#2580 - Q&A: “What are the best side hustles for recurring revenue?”
Discover the limitations of willpower for weight loss and explore a personalized medication program. Get insights into generating passive income through strategic side hustles, including digital products, subscription models, affiliate marketing, and real estate investment. Learn about the importance of customer engagement and continuous improvement.

Jan 23, 2024 • 5min
#2579 - Q&A: “How to hustle when the world is hard?”
A freelance graphic designer, struggling to keep his side hustle going amid global upheavals, seeks advice on maintaining momentum in challenging times. The podcast discusses strategies for making progress on goals, maintaining focus, and prioritizing personal well-being amidst ongoing crises.

Jan 22, 2024 • 6min
#2578 - First $1,000: Vintage Camera Seller Captures Captive Market
A vintage camera seller shares their journey of combining a passion for photography with restoration to create a successful business. They discuss restoration, pricing, marketing, customer interaction, and the significance of connecting with the community of vintage photography enthusiasts.

Jan 21, 2024 • 6min
#2577 - Q&A: “How can my business connect with Gen Z?”
Explore the art of engaging with Gen Z without losing your unique voice. Learn how to effectively market and communicate with this generation by creating valuable content. Emphasize the need for interactive engagement and choose the right platform to target Gen Z.

4 snips
Jan 20, 2024 • 6min
#2576 - Q&A: “How’s it going with Substack??”
Host shares personal update on their experience with Substack after three weeks, discussing progress on a new project and valuable lessons learned. They explore setup process, importing subscribers, and the community element of Substack. Transitioning from blogging to Substack, they discuss organic content, monetization through subscriptions, and the importance of recommendations.

Jan 19, 2024 • 7min
#2575 - Failure Friday: Historic Ambitions, Modern Missteps
A couple's plan to transform a historic house into a boutique hotel turns into a costly venture, highlighting the importance of practicality and financial feasibility. Lessons learned from the failed attempt at starting a boutique hotel business and its impact on personal and professional growth.