
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

Nov 8, 2024 • 7min
#2869 - Failure Friday: The Virtual Workout Fitness Flop
A fitness coach faces a reality check while launching virtual workouts, struggling with ineffective social media marketing. After a pivotal conversation, they realize the need for professional help, leading to the hiring of a marketing assistant. This strategic shift transforms their business approach. Additionally, the importance of financial planning for families is highlighted, along with a caution against overspending on advertising, emphasizing savvy fiscal management in the pursuit of side hustles.

Nov 7, 2024 • 5min
#2868 - TBT: Electrical Engineer Installs Smart Home Tech
An electrical engineer shares his journey of transforming technical skills into a booming side business in smart home technology. Discover how he started small and scaled by focusing on customer satisfaction. The podcast also dives into the rising trend of smart homes, showcasing opportunities for those with technical expertise. Plus, the importance of financial planning for families is highlighted, emphasizing resources that can help secure a better future for children.

Nov 6, 2024 • 6min
#2867 - Q&A: “Setting boundaries with clients … I need help!”
Setting boundaries with clients can be tricky, especially when juggling a side hustle and a full-time job. The discussion focuses on effective communication strategies and managing expectations. Listeners learn how to maintain a healthy work-life balance while providing quality service. Practical tips on scheduling and developing a strong professional identity are shared, emphasizing respect for personal time. It's all about mastering client relationships for a more balanced life!

Nov 5, 2024 • 6min
#2866 - Q&A: "How can I use A/B testing to improve my website conversion rate?"
Discover how A/B testing can transform your website's conversion rates! Simple adjustments might lead to significant improvements. Learn to experiment with various web elements like headlines and calls-to-action. Effective testing tools are essential for gathering meaningful insights. With a structured approach, you can identify what resonates with your audience, ultimately driving sales and enhancing your online presence.

Nov 4, 2024 • 6min
#2865 - First $1,000: From Spreadsheets to Secret Shopping
An accountant transforms her meticulous attention to detail into a lucrative mystery shopping side gig. She shares personal stories from her early days in chain restaurants, highlighting the joy and financial gains of her new venture. The discussion emphasizes the fun and flexibility of mystery shopping, inspiring others to tap into their skills for extra income and personal development.

Nov 3, 2024 • 5min
#2864 - Q&A: “How to assess market demand for your side hustle?”
Discover practical strategies for assessing market demand for your side hustle idea. Learn how to validate your business concept affordably while balancing analysis with experimentation. The discussion highlights understanding your target audience, conducting competitor analysis, and utilizing surveys. Explore the concept of launching a minimum viable product (MVP) to gauge interest before making significant investments. Tune in for useful insights that can steer your side hustle toward success!

Nov 2, 2024 • 5min
#2863 - Q&A: “What are some good business ideas for teens?”
Discover how technology and AI are reshaping business models for young entrepreneurs. Explore age-appropriate side hustle ideas, from digital services to pet sitting. Learn essential skills like budgeting and customer service to empower teens. This guide emphasizes the importance of parental support in nurturing entrepreneurial spirit. Perfect for parents eager to inspire their kids to take their first entrepreneurial steps!

Nov 1, 2024 • 6min
#2862 - Failure Friday: Stock Photo Platform Lowers Commissions
A landscape photographer faces a major setback when policy changes on a stock photo platform drastically reduce his income. His journey underscores the importance of diversification and adaptability in side hustles. Listeners learn how to spot market gaps and the necessity of strategic thinking for financial resilience. Additionally, there's a spotlight on a financial planning service aimed at helping parents invest wisely in their children's futures.

Oct 31, 2024 • 5min
#2861 - TBT: An Architect’s Side Hustle in 3D Real Estate Modeling
An architect turned his 3D modeling expertise into a side hustle for real estate agents, enhancing property presentations and interest. By refining his techniques and investing in tools, he boosted sales while managing a full-time job. This journey illustrates how leveraging existing skills can foster financial freedom and security for families. It also touches on the importance of planning for children's futures through supplemental income. It's a story of creativity and entrepreneurship in the real estate market.

Oct 30, 2024 • 6min
#2860 - Q&A: “Launching a silent disco service!”
Explore the exciting concept of launching a silent disco service for events. Learn about the essential equipment you'll need and the logistics involved in setting up your business. Discover effective strategies to attract your first clients and understand market research importance. The discussion emphasizes starting small, gaining experience, and gradually growing your service to cater to various occasions.