The Side Hustle Show

Three years ago Design Pickle didn't exist. It wasn't even an idea in founder Russ Perry's head yet. That's why it seems crazy to me that today the unlimited graphic design service is doing $400k in monthly recurring revenue! Back in 2014 Russ was running a creative agency, but he started to hate everything about it. “I felt like I was in a prison of my own creation,” he said. By January 2015, he'...

Zeona McIntyre is earning $12-18k a month through her portfolio of vacation rental properties and her "co-hosting" service for other property owners. All this has afforded Zeona financial independence at a very young age, as she built her operation largely by piggybacking on the growing popularity of Airbnb (get $40 off your first trip!). She first became aware of Airbnb and the potential to earn...

From the spare bedroom to $15k in monthly recurring revenue, Sam Gonzalez has grown the subscription style service UrbaneBox.com (affiliate link) all on the side from his day job as a police officer. He noticed his wardrobe was getting pretty outdated and with family and work life, he didn’t have any time (or desire, really) to go shopping. So he decided to do something about it and create an onli...

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. It’s been 6 months since the last Q&A show I did (where does the time go??) and I’ve had quite a few interesting questions come in since then. I picked 20 to talk through in today’s show. Like this format? This is the 4th installment of "20 Questions" so feel free to go back a...

Chris Green is one of the foremost advocates for the side hustle lifestyle. He has 10+ years’ experience as an Amazon seller, author, software provider to others involved in the Amazon ecosystem, and most recently as a t-shirt designer selling shirts on the Merch by Amazon platform. Chris calls Merch by Amazon “the best side hustle out there right now.” With no upfront capital, no shipping or retu...

Sarah Miller is still in college (and plays soccer for her school) but that hasn't stopped her from starting a pretty cool side hustle: painting custom pet portraits. She's done 300 paintings so far! But the business isn't without its challenges. She'd like to raise her rates, expand her marketing efforts to land new clients, and figure out how to make her work less of a time-for-money tradeoff. T...

Over the last decade, Cathy Heller has earned hundreds of thousands of dollars from her music and helping other musicians license their songs. In fact, you've probably heard some of her music without realizing it. Songs of hers have been featured in ads for huge brands, like McDonald’s, Walmart, Kellogg’s, as well as many popular TV shows. Today, the mother of 3 balances family, her art, her agenc...

Teresa Greenway is a mother of 10 who went from working part-time in a bakery to making $5k a month doing what she loves – baking and teaching others how to bake. More specifically, she teaches how to bake perfect sourdough bread. Teresa has built a really cool business around this niche at NorthwestSourdough.com. In the past couple of years, her main revenue driver has been Udemy courses, to the...

You can be a creator or a consumer, but it’s the creators that get paid. I’ve argued before that creativity is the most important skill for entrepreneurs because before you can sell anything, you have to create that value proposition. But what if you’re not creative? I believe we all have that innate creative spirit in us somewhere, it’s just a matter of flexing that creative muscle. In this episo...

As the author of more than 70 books, Steve "S.J." Scott is one of the most productive and disciplined people I know. His latest title, Habit Stacking, became a Wall Street Journal Bestseller and served as the inspiration for this episode. (Long-time listeners might remember Steve from WAY back in the archives; he was my guest in episode 9 where we discussed how to earn money as a side hustling aut...

Noah Kagan is Chief Sumo and founder of Sumo.com and AppSumo.com. He blogs about his personal and business experiences at OkDork.com, and his new podcast is called Noah Kagan Presents. Noah has built up a number of successful businesses and is always toying with new ideas or looking for the next big business opportunity, so he was the perfect person to brainstorm with. If you’re stuck at the idea...

The best advice from my last 49 guests. At the end of nearly every episode of The Side Hustle Show, I ask my guests for their #1 tip for Side Hustle Nation. There’s always a great variety of responses, and I wanted to take some time today to go through some of my favorites from the past 50-ish interviews. I first did this for episode 50, which was my first-ever solo podcast recording, and then aga...

As one of several side hustles, Ryan Dowd runs HomelessLibrary.com, a training program that teaches librarians how to confidently and compassionately deal with their homeless patrons. It’s something a little different from the business-to-consumer model we usually see with online course sales and comes with some advantages over the B2C market — namely potentially higher prices and the ability to p...

Listen in on a real-life side hustle coaching call with customer acquisition and retention strategist David Hutcherson (he's the client), and sales pro Brendan Alan Barrett (he and I share the coaching duties). On the heels of last week's sales-themed episode, I invited Brendan on because of his sales background both with companies large and small. We're joined by our "client" David, who's seeking...

“People don’t buy intellectually, they buy emotionally,” Jim Brown told me. By taking a unique approach, understanding your demographic, and identifying the pain points you can solve, you can attract clients and increase sales. Jim is a former professional wrestler, a Marine Corps vet, a sales coach, and is the founder and host of the SalesTuners podcast at SalesTuners.com. In this year’s survey r...

Ben Foley started writing about how to use mindfulness to reduce stress and anxiety at FullyRichLife.com a little over 6 months ago. Since then, his little side project has generated over 6000 email subscribers and $10,000 in revenue. His secret sauce? Tapping into the big audience of readers on Medium.com. Having overcome stress and anxiety issues himself, he knew this was a niche he could enter...

Perrin Carrell is a senior contributing editor at AuthorityHacker and well-known within the internet marketing community for building niche/authority sites. He has built several successful sites from scratch, including one recent project that went from a valuation of $0 to $200,000 in just under 20 months. Perrin started learning about internet marketing and SEO while working a day job at a global...

What's the story of your first job-free income? To celebrate the 4-year anniversary of The Side Hustle Show, the Side Hustle Nation community joined me in creating a really fun episode. I asked people to tell me how they first started making money on the side, and got 25 different voicemails! In this episode, you'll hear first-hand the steps your fellow listeners took to put themselves back in the...

Steve P. Young is a side hustler turned full-time entrepreneur. He has hosted more than 500 episodes of the AppMasters podcast, a podcast dedicated to helping app makers get more downloads and sales of their apps. Steve was working full-time when he decided to start his podcast interviewing app developers and putting out content for the app community. Using lunch breaks, early morning, and late ni...

Don't you just love a good outsmarting the casino story? Bring me an Ocean’s Eleven, bring me a Bringing Down the House -- I’m all about it. Colin Jones is a professional card counter whose blackjack teams won almost $4 million, and he earned over $500k himself. Now a father of 6, Colin's playing days are mostly over, but he's turned his unique skill into a profitable online business at BlackjackA...

Scott Voelker is the host of the super popular Amazing Seller podcast, where he’s recorded more than 300 episodes about the Amazon FBA business model. He's a family man and a serial hustler, having been involved with a number of businesses ranging from construction to photography to ecommerce. His latest project is the 1k FastTrack Challenge, where he takes a group of students through the paces of...

Derek Murphy's book portfolio is bringing in $5k a month. He's is a world traveler, book cover design extraordinaire, and the author of a dozen different books, mainly in the young adult fantasy genre. A lot of the self-publishing content and interviews on the Side Hustle Show has been related to non-fiction books, and to me, it's a more straightforward process: help someone solve a problem. Ficti...

Jacques Hopkins is a former full-time engineer who turned his passion for playing piano from a side hustle into a full-time business at the end of 2015. With more time and energy to devote to Pianoin21Days.com, the business continued to reach new heights. It was after reading the entrepreneurial handbook that’s inspired a generation to start side hustles – The 4-Hour Workweek, by Tim Ferriss – tha...

Chad Carson is a 30-something semi-retired real estate mogul, who together with his business partner, oversees a portfolio of 90+ rental units. In fact, he and his wife are in the middle of an exciting adventure — a year abroad in Ecuador with their two daughters. But of course he didn’t start there. Fresh off the football field at Clemson, Chad’s real estate career started more modestly by “bird...

Dan Meadors is one-half of TheWholesaleFormula.com. He and his partner Eric Lambert began selling on Amazon as a hobby with an original investment of only $600. They would work nights and weekends buying products on clearance at local retail stores and selling them on Amazon for profit. It took only a few months before they saw the potential to turn this hobby into a business and they both left th...