Side Hustle School

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.

Cheap resumé bots and pricey human writers leave a gap. We’ll show how an AI-plus-expert service can fill it, both profitably and credibly. 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.

In a captivating Throwback Thursday segment, discover how a simple Chrome extension, built in just a weekend, attracted 5,000 loyal users. Brian shares his inspiration for creating Quick Highlight to save key points from articles, despite its clunky design. He details how he monetized the tool with affordable subscription options and the surprising demand from edtech companies for white-labeled versions. The key takeaway? Focus on creating something useful rather than perfect, and you'll find your audience!

Bidets aren't just for Europe—one Canadian entrepreneur is on a mission to change bathroom habits in Canada. By testing demand online before investing in inventory, he created a successful business selling handheld bidets. With clever marketing strategies spanning social media and local ads, sales skyrocketed. Key takeaways include validating ideas and targeting your audience effectively. Plus, customers are buying multiple bidets per household, revealing unexpected market potential.

A well-timed nudge can rescue sales, but only if it feels like service, not a race to the bottom. Let’s design a polite “please stay” offer that boosts revenue without creating coupon addicts. 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.

Discover how a creative soul turns thrift-store treasures into thriving workshops. By purchasing vintage Singer sewing machines for just twenty bucks, she teaches students to restore them while adding personal flair. Participants walk away with fully functional machines, creating a hands-on experience that nets her the first $1,000. Plus, get key tips on pricing and ensuring everyone leaves with a sense of accomplishment. It's a delightful exploration of blending skills and passion for profit!