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253: Your Escape Plan: How to Make Early “Retirement” a Reality

Quit my job? “That’s stupid,” Kim Anderson said. But she eventually did, and it turned out to be a really smart move. Together with her husband Cressel, they paid off $93k in debt in less than 2 years, setting themselves up for a life of “financial flexibility.” They did it through a combination of conscious spending, creative side hustles, and having a clear goal in mind. And perhaps what’s more exciting is what that new time freedom has allowed: starting a family, starting new...

Duration: 00:43:39

252: Facebook Ads Arbitrage: How to Drive Consistent Profitable Traffic to Your Blog

Would you trade $1000 for $2000? How about $10,000 for $18,000? If you're anything like me, I'll make those trades all day long! Well, Deacon Hayes is doing exactly that every month through his blog, Facebook ads, and affiliate marketing. Note: Click here to download Deacon’s top tips for running profitable Facebook ads from this episode. Although he'd been blogging for years, his traffic and revenue had kind of stagnated. Inspired by the success of The Penny Hoarder using a similar...

Duration: 00:41:16

251: When a Side Hustle Fails - Lessons, Pivots, and Next Steps from a Less-Than-Successful Side Project

Dustin Lien from reached out to me with an interesting pitch for an episode. Dustin had experienced a side hustle failure and wanted to know if the Side Hustle audience would be interested in hearing his story. I threw the idea out to the Side Hustle Facebook Group and received an overwhelming amount of feedback saying, “Yes,” they wanted to hear the “other side” of a side hustle when it fails. In this episode Dustin lifts the lid on a business he invested a large...

Duration: 00:37:36

250: Bitcoin 101: Side Hustle Opportunities in the Cryptocurrency Revolution

Ravinder Deol was a popular guy at a recent Side Hustle Nation meetup in Seattle. Why? He's a Certified Bitcoin Professional and everybody wanted to learn more about the red hot cryptocurrency market. Whether you think Bitcoin is a passing fad or a fundamental shift toward a global borderless currency, it was becoming (for me at least) a trend too big to ignore. Ravinder has fully immersed himself in the alternative currency world, teaching more than 40,000 students across 20 different...

Duration: 00:40:35

249: SaaS Case Study: How Snappa Bootstrapped Their Way from Idea to $33k MRR in 2 Years

The holy grail of side hustle business models is software, right? Built it once and sell it over and over again for almost zero incremental cost! Having built the online graphic design tool Snappa to $33k in monthly recurring revenue in 2 years, Christopher Gimmer rounds out our "recurring revenue" theme for the month. The software as a service aims to help bloggers and content creators make perfectly sized social media graphics or blog images easily and professionally. “Create online...

Duration: 00:38:29

248: Scaling Up a Service Business: From Idea to $400k in Monthly Recurring Revenue (in Under 3 Years)

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'd shut down his agency and started working as a freelancer. Not wanting to build a similar...

Duration: 00:44:26

247: How To Shortcut Your Financial Freedom with Short-Term Rentals

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!). Note: Click here to download Zeona’s top Airbnb tips from this episode. She first became aware of Airbnb and the potential to earn some extra revenue...

Duration: 00:41:06

246: How to Start a Subscription Box Service: From Spare Bedroom to $15k in Monthly Recurring Revenue

From the spare bedroom to $15k in monthly recurring revenue, Sam Gonzalez has grown the subscription style service (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 online subscription box business with a cool value proposition: $120 worth of designer clothes...

Duration: 00:38:01

245: Network Marketing, Imposter Syndrome, My Side Hustle Mistakes, and More: 20 Questions with Nick

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 and binge on the older ones too: 219: Growing Traffic, Monetization, List-Building, a Day in...

Duration: 00:38:51

244: Merch by Amazon Marketing: How to Drive Traffic and Sales to Your T-Shirt Designs

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 returns, no customer service, and no risk, it’s certainly one of the easiest side hustles to get...

Duration: 00:43:55

243: Side Hustle Coaching: I've Got Some Traction, Now What?

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. To help me brainstorm some ideas for Sarah, I invited Don the Idea Guy back on the program...

Duration: 00:48:40

242: Amazon FBA Europe: The Next E-Commerce Frontier

John Cavendish of FBA Frontiers started his Amazon FBA business three years ago and has become an advocate for the e-commerce and FBA scene in Europe. If you already have experience with Amazon FBA in the US, expanding into Europe is easier than you’re probably thinking and opens up a much wider customer base. John says that Europe is about five years behind the US in terms of growth so it’s on that steep rise, and with “double the customers and half the competition,” it was a side...

Duration: 00:34:32

241: Reverse Engineer your Dream Job: How a Struggling Songwriter Built a Multiple 6-Figure Business Doing What She Loves

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. Note: Click here to download Cathy’s top tips for reverse engineering your dream job. Today, the mother of 3 balances family, her art, her agency,...

Duration: 00:42:37

240: Why a Facebook Group Should be Part of Your Marketing Strategy

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 In the past couple of years, her main revenue driver has been Udemy courses, to the tune of several thousand dollars a month. The main driving force behind this? It turns out...

Duration: 00:31:42

239: How to Cultivate Creativity Like an Inventor

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 episode, I talk with Carol "Stash" Stanley of, and David Fedewa who is an...

Duration: 00:30:22

238: 10 Foundational Hustle Habits to Improve Your Health, Wealth, and Happiness

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. Note: Click here to download the detailed explanation of Steve’s Top 10 hustle habits from 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...

Duration: 00:49:58

237: How to Quickly Brainstorm and Validate Business Ideas, with Noah Kagan

Noah Kagan is Chief Sumo and founder of and He blogs about his personal and business experiences at, 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. Note: Click here to download Noah’s tips to help you brainstorm and validate business ideas. If you’re stuck at the...

Duration: 00:59:57

236: What I've Learned and Applied from 49 Awesome Entrepreneurs - Part 4

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 again in episode 124 and episode 177. If you like this short-and-sweet meta-style show, be...

Duration: 00:22:52

235: Selling Digital Products to Business or Government Clients: An Online Business Success Story with a Twist

As one of several side hustles, Ryan Dowd runs, 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 perform direct outreach. Note: Click here to download Ryan’s tips how to sell and market a...

Duration: 00:28:34

234: Side Hustle Sales Coaching: What Do I Do and Who Do I Do it For?

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 to grow his freelance/consulting side hustle and build on his decade of experience in...

Duration: 00:34:45

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