
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

May 5, 2024 • 5min
#2682 - Q&A: “How to reach gaming influencers in Tokyo?”
Learn how to boost custom avatar designs in Tokyo's gaming scene with influencer marketing. Discover strategies for reaching gaming influencers in Tokyo and the importance of authentic engagement over follower numbers.

May 4, 2024 • 5min
#2681 - Q&A: “Serving seniors in Florida with specific needs…”
In this episode, the podcast explores side hustle ideas tailored to serving the unique needs of seniors, such as providing tech support, running errands, digital legacy planning, smart home setup, and cybersecurity support. Tips on marketing, establishing trust, and leveraging referrals for a successful side hustle.

May 3, 2024 • 7min
#2680 - Failure Friday: The Co-Working Conundrum
A freelancer's experience in a coworking space reveals a gap between promise and reality. The episode also covers leadership tips, fitness proverbs, and reflections on love through books. Stay curious and explore wisdom in movement with valuable insights shared throughout.

May 2, 2024 • 6min
#2679 - TBT: Organizer Ditches Digital to Declutter Local Homes
Boston-based personal organizer pivoted from online media to focus on transforming local homes and lives. She shares her journey of moving away from digital tools, finding fulfillment in decluttering homes and making a personal impact in her community.

May 1, 2024 • 4min
#2678 - “How can virtual assistants find high-paying gigs?”
Strategies for virtual assistants to secure higher-paying gigs and land high-paying clients are discussed in this episode. Tips on attracting premium clients, boosting income, specializing, and communicating value are shared by experts.

Apr 30, 2024 • 5min
#2677 - Q&A: “I want to scale my digital illustration business…”
Explore strategies for scaling a digital illustration business through target marketing, revenue optimization, and passion. Learn about the importance of client engagement and implementing a retainer model for long-term success.

Apr 29, 2024 • 6min
#2676 - First $1,000: Temu Wholesaler Sells 800 Toothbrushes
Creative reseller Temu wholesaler shares how to source bulk items for profitable resale to local businesses. Entrepreneur's journey in Temu wholesaling includes starting a business with hygiene products like bamboo toothbrushes and yoga mats. Highlights strategic steps, challenges, and the significance of storytelling and sustainability in business.

Apr 28, 2024 • 6min
#2675 - Q&A: “How can I sell a Language Learning program?”
The podcast discusses a language learning method making waves globally, with insights on marketing strategies and utilizing social media advertising effectively. Learn how the creator can further expand their success and reach a wider audience.

Apr 27, 2024 • 4min
#2674 - Q&A: “I’m ready to expand my Miami workout method…”
A personal trainer shares a unique Miami workout method combining Latin dance and high-intensity interval training, looking to expand it online. The episode discusses transitioning the workout method into an online program, focusing on building a brand before packaging the course. Recommendations include using platforms like Vimeo, Wistia, and Thinkific, with collaboration and social media leverage as key factors for success.

Apr 26, 2024 • 7min
#2673 - Failure Friday: Bali Housing Network Falls Flat
A tech entrepreneur's failed attempt to create a short-term housing network in Bali due to Airbnb's dominance. The importance of adaptability and learning from failures in entrepreneurship highlighted through the Nomad Nest project. Emphasizing the need for strategic shifts and viewing setbacks as opportunities for growth in the entrepreneurial journey.