The Side Hustle Show Ever thought about buying a semi truck and renting it out? Yeah, me neither, until I came across Ericka. Apparently there’s big money to be made in trucking, but like any other side hustle, there’s some strategy, risk, and nuance to the business. Ericka Williams owns 12 of these giant 18-wheelers, which can generate thousands … Read more
Interested in growing a community and building a profitable blog around something you – and most other people – will inevitably go through? That’s exactly what Katie Emery did when she decided to stop dying her hair after 25 years and transition to natural gray hair. Kate had questions about the transition, but couldn’t find … Read more
Our annual Friendsgiving celebration has been put on pause this year, but one tradition lives on. This is year 3 of a special Thanksgiving Side Hustle Show episode showcasing creative side hustle ideas that make real money. If you like this format, I’d love for you to check out the first two in this series — … Read more
Zero to 55k subscribers and $50k in revenue in 8 months? That’s exactly what Codie Sanchez with Contrarian Thinking, her newsletter about investing and entrepreneurship. Codie’s a former journalist, turned institutional investor, turned online business owner. I’ve thought about content businesses mostly in the context of blogging, podcasting, or video — but what if email … Read more
What little purchases or changes have you made that had an outsized impact on your overall happiness? This is something of a sport in our house. Bryn and I kind of joke that we have this mission to optimize everything, whether that’s the: limited space in our house hours in the day money in the … Read more
We’re in the middle of a massive labor shift from employees to entrepreneurs. In this episode, I want to try and equip you with some skills, frameworks, and mindsets to help navigate that shift. If you want to make money online, there are a million ways to get it done, but it usually boils down … Read more
Want to get started with an online business but don’t feel like you’re an expert in anything? Maybe you’ve started a business but you’re struggling to monetize it? A few short years ago, Shane Sams and his wife Jocelyn were school teachers. In their off-hours, they built several successful online businesses, including ElementaryLibrarian.com, which sold … Read more
Josh Belk is a full-time college student, he works full-time in web design, and in what little spare time, he’s started a $6,000 a month mobile detailing business with his younger brother. This idea came about when Josh connected the dots between obsession and opportunity. On the obsession side, Josh would always see his brother … Read more
How can you instill the skills and values of innovation and entrepreneurship in kids? And if you can teach it to kids, why can’t you teach it to grownups? This week I’m joined by Don Wettrick, an award-winning middle school, and high school teacher and the CEO and co-founder of StartEdUp, which has a mission … Read more
$18k in 9 months … from ONE YouTube video? And that’s without even filming or putting your face on camera! Jon Corres identifies trending topics on YouTube and produces viral videos to ride that trend. Or at least videos he hopes will hit the algorithm just right. It’s a numbers game — not everything you … Read more