The Side Hustle Show

What comes first, the domain name or the business idea? For Peter Askew, the author of a viral blog post called “I Sell Onions on the Internet,” the answer is always the domain name. Peter is fascinated by expiring domain names and how they’re treated like physical assets. This is how he ended up with VidaliaOnions.com long before he had any plans on starting an e-commerce site shipping onions. Pe...

What started as a 2-week challenge with a friend 6 months ago, has turned into a business processing $3,500 in orders a day! Luke Emery has a background in design and portrait painting. So, he decided to utilize these skills and his e-commerce experience and start a business selling custom pet portraits. Van Woof specializes in putting your dog or cat into a Renaissance-style oil painting, looking...

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 of dollars a month in profit. Ericka has gone from delivering pizzas as...

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 the answers she wanted online. In fact, the information she found was mos...

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 -- those are episodes 310 and 363 -- both are in the Top 10 all-time most popular episodes....

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 is your content channel?...

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 bank We've taken great joy in these incremental improvements. We often ask ourselves, “How can we make t...

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 to one thing: helping people. To help me walk through this stuff I’m joined by Austin L. Church. Austin’...

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 for over $1 million in 2017. Today they run...

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 out in the driveway cleaning his car. On the opportunity side, he rec...

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 to empower students and teachers to apply innovation and entrepreneurship in the classroom...

$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 publish will get traction. In fact, Jon said most of his videos don't even breakeven on the...

It’s time to dive into the ol’ listener mailbag and answer a few questions in this week’s edition of The Side Hustle Show. I’ve had quite a few interesting questions come in since the last Q&A episode, and picked 20 to talk through in today’s show. Like this format? This is the 10th installment of “20 Questions” so feel free to go back and binge on the older ones too: 365: Market Saturation, Mind...

"I allowed the business to coast and it's coasted wonderfully well," Nate Dodson explained. In this episode you'll hear about the power of an evergreen digital product that makes sales on autopilot. It's allowed Nate to shift his focus to some offline projects, including several real estate renovations. In Nate's first appearance on The Side Hustle Show (episode 314 in late 2018), he shared the si...

How does a new blog get to $50k a month within 2 years?  It takes great content, a consistent SEO strategy, and building strong partnerships. When we last heard from Alex and Healy from FinvsFin.com in episode 367 at the very end of 2019, the site was earning around $20k a month in affiliate commissions. Just 9 months later, that's jumped to $50k! Tune in to hear what's changed and what's working...

When you're a hammer, everything looks like a nail, right? Well, when you're a knife sharpener, every house is a potential customer! Matt Rowell was earning $250-500 a month when we caught up in episode 308 back in late 2018. Since then, he's grown to a consistent $1500 a month, working maybe an hour a day. Tune in to hear: The most important new marketing channel for Matt. How the pandemic has im...

The mobile notary business is booming for Brian Schooley, a long-time Side Hustle Show listener. When we last caught up with Brian in mid-2018 (episode 286), he was earning $1500-2000 a month as a loan signing agent. In this "where are they now?" edition of the show, he shares how he's grown to $10k a month and quit his day job to focus on the notary gig full-time. Tune in to hear: when he felt co...

$1000 a week cleaning backyards? Erica Krupin turned some earbuds at the start of the year with her fast-growing pet waste removal business.  Since we spoke, she's added another 50+ recurring weekly customers and expanded to a new location. Tune in to hear: What's working on social media today. How she's grown 50% in 9 months, in spite of a global pandemic. The software she's testing to manage her...

Want to scale back on your day job? Want to travel more, and spend more time with your family? That’s exactly what Stacy Gallego has been able to do thanks to her part-time flipping business. What’s cool is that this income stream was actually inspired by a former side hustle show guest, Rob “the flea market flipper” Stephenson, who we last heard from in episode 298. Stacy is one of Rob’s star stu...

We all live by a set of unwritten "money rules." These guide the decisions we make on how we spend, save, earn, and invest. But are your rules really serving you? In this episode, we’re looking at 10 "unconventional" money rules. These are suggestions that hopefully spark some introspection and conversation. Because the "conventional" wisdom clearly isn't working for a whole lot of people! To help...

Build your email list! Get your first 100, 1,000, 10,000 subscribers. “The money’s in the list,” right? That's the chorus of advice you hear from all the marketing experts. But what do you send someone after they join your list? That’s what we’re diving into in this episode with Daniel Throssell of PersuasivePage.com. Daniel is a copywriter and has been called “The best marketer in Australia” by a...

This week I’m excited to share a unique side hustle that’s turning hobbies into profits, through what I’m calling “local” e-commerce. This is a story of building a following for homemade or handmade products -- without shipping anything, without advertising, and without relying on 3rd party marketplaces like Amazon or Etsy for exposure. We’re going to explore this through the lens of So Here’s the...

Create a design. Upload it to a store. Earn passive royalties whenever it sells. That’s the passive income dream, and that’s the premise behind the Merch by Amazon and print-on-demand side hustles. But does it really still work? To find out, I invited Michael Essek on to the Side Hustle Show. Michael has been designing and selling t-shirts online since 2013, and he’s seen how the market has change...

We’re all dealt 24 hours a day. I believe how you spend that time, or maybe rather how you invest it, should give you some sort of return. That could be a monetary return, sure. But it could also be a return in personal satisfaction or impact on others. Today, I want to introduce a productivity framework I’m calling The Productivity Pyramid. Like most frameworks, it’s a work in progress, but here’...

Starting a business doesn't have to be expensive -- in fact, low startup cost business ideas are everywhere. Just last week, Nate and Alysha Jackson explained how they started their Amazon retail arbitrage business with just $100 -- and had since grown to over $1 million in total sales. Inspired by their story, along with a couple of threads in the Side Hustle Nation Facebook group that asked for...