Side Hustle School

Discover how a HubSpot expert transforms messy CRMs for real estate agents in just three hours! By merging duplicates and streamlining follow-ups, they charge $500 for a quick and efficient cleanup. The discussion highlights the importance of tight scopes and fast results for successful side hustles. Learn valuable insights on pricing strategies and leveraging testimonials to attract bookings. This story showcases the power of a quick fix in a complex digital world, making it a must-listen for aspiring entrepreneurs!

Explore the intriguing Premium Pricing Paradox and how selling a $100 Alaska coupon book can lead to greater profits. Discover the origin story behind the Alaska Tour Saver and learn why charging premium prices attracted more engaged customers. Uncover effective sales strategies and the psychology behind pricing that builds momentum. Finally, find out how to apply these insights to your own side hustle, ensuring that delivering exceptional value makes higher prices feel like a steal!

Is business coaching worth the investment? Discover a metric to differentiate between a helpful mentor and a costly luxury. Chris discusses how travel sparked income ideas, like renting out an empty apartment on Airbnb. He tackles the dilemma of spending on a significant coaching fee for modest Etsy shop profits, while providing a checklist for assessing coaching programs. It's a blend of trusting data and intuition to make wise decisions on coaching expenses.

Explore the growing market for affordable carbon offset verification services as concerns about greenwashing rise. Learn how a simple quick-check audit can be designed for small brands that need reassurance without overwhelming effort. Discover strategies for validating demand and setting competitive pricing tiers while keeping the workload under two hours. This engaging discussion emphasizes the importance of testing ideas and adapting based on feedback, paving the way for sustainable side hustles.

Discover how one TikTok video ignited a $40,000 affiliate business focused on supplements. Frustrated by misleading information, the creator developed a trusted guide that combines honesty and transparency. Learn about his journey from a simple comparison page to a thriving website, enhanced by a newsletter and savvy SEO tactics. Examine the challenges faced with AI traffic and the importance of maintaining control over an email list. This story highlights the power of evidence-based recommendations in the world of side hustles.

Tall women finally have a place to shop with a new online store dedicated to their unique sizing needs. Frustrated by the lack of options, one entrepreneur created a clothing line that fits women over 6 feet tall. Using Instagram for both customer feedback and design validation, she effectively shaped her brand, Height of Fashion. The founder scaled her business by outsourcing tasks while learning about every aspect of the supply chain. Each challenge has only strengthened her resolve to expand stylish options for tall women everywhere.

Learn how to avoid ending up with unsold inventory by using a smart 'test-then-preorder' strategy. Instead of risking cash on inventory right away, create short demo videos to gauge interest. Capture leads by linking to a landing page for early-bird pricing, and set a clear threshold to decide if you should move forward. This approach minimizes risk and builds your email list. Discover effective ways to validate your product demand before diving into production!

A board-game enthusiast turned a neglected café basement into a romantic date night hotspot. This creative venture involved pitching the idea to the café owner and setting up inviting candlelit game nights. Jeff shares how he marketed the events through social media and local outreach, filling spots in no time. He reveals how he managed costs, ticket prices, and ultimately reached his first $1,000 in profit. The discussion highlights how niche interests can turn into successful side hustles.

This new segment is all about helping you learn the key steps to a new side hustle in 2025, one step or concept per week. It includes activities, examples, and more—and of course it’s all free. Today’s topic: the original spreadsheet king. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com Read A Year of Mental Health: yearofmentalhealth.com If you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for your five-star ratings—it shows that people are listening and looking forward to new episodes. 😎 🙏🏼  See omnystudio.com/listener for privacy information.

Obscure college scholarships are gold, at least if parents trust your data. In this episode we design a subscription, ROI guarantee, and tech stack that can turn a spreadsheet into monthly income. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com Read A Year of Mental Health: yearofmentalhealth.com If you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for your five-star ratings—it shows that people are listening and looking forward to new episodes. 😎 🙏🏼 See omnystudio.com/listener for privacy information.