I Turned My Disney-Inspired Running Skirts into a Profitable Side Hustle and a $120,000 Exit

Dottie-for-Running founder, Samantha Hamilton

What if you could turn a hobby into a six-figure business, grow it while raising three kids and living overseas, and then sell it for $120,000?

Samantha Hamilton did exactly that with her former Disney-inspired running skirt business, Dottie for Running.

What started as a mom-made tutu she wore to races turned into a thriving e-commerce brand serving a passionate niche community.

In this episode, Samantha shares how she identified the opportunity, navigated the challenges of production and growth, and ultimately prepared the business for a successful sale through Flippa.

This 15-Year-Old Built a $100k Business From His Bedroom

What if you could turn a teenage sports annoyance into a $100k business while juggling school, sports, and everything else that comes with being 15?

Harrison Nott has done exactly that. Starting at just 13 years old, Harrison built CoolTowel into a business projected to hit £100,000 (about $130,000) in revenue this summer alone.

$200/Flip: Inside the Return Reselling Side Hustle

matt and hannah sharetown

What if you could build a systematic reselling business that averages $200+ per item, gets inventory for free, and has the potential to become a full-time income?

Meet Matt and Hannah Lee, who’ve been doing exactly that for the last eight years through ShareTown, a platform that connects return item pickup reps with direct-to-consumer brands.

Unlike the treasure hunt of liquidation pallets, this is a more systematic approach with lower transaction volume but higher profit per item. But these items are big, bulky furniture, mattresses, and exercise equipment that require proper transportation and storage.

For the last three years, Matt and Hannah have turned this into a full-time income, flipping 40-60 items per month and averaging $200-250 profit per item.

How This Guy Sells $300K/Year Worth of Barbecue Seasoning He Didn’t Invent

Chris Gray from Bald Buck Seasoning

What if you could turn someone else’s proven product into a six-figure side hustle by simply adding your own story and marketing magic?

Chris Gray from BaldBuck.com is doing exactly that with his barbecue seasoning business, generating around $300,000 annually selling a product he didn’t create — he just white-labeled it with his own branding and marketing approach.

Chris didn’t spend months in a lab perfecting his own spice blend. Instead, he found a seasoning that was already working, slapped his own label on it, and built a compelling story around it. Now he has a thriving e-commerce business that proves you don’t need to reinvent the wheel to build something profitable.

The 37 Best Items to Flip for a Profit: $50-5,000 a Month Part-Time

reselling exercise equipment

What are the best products to flip for a profit?

Buying low and selling high is a mega-popular business for side hustlers and big corporations alike. (Think Walmart and Amazon!)

With product flipping, you can turn bargain-hunting prowess into profits. In this post, you’ll learn how turn your love of online classifieds, flea markets, yard sales, and thrift stores into an extra income stream.

22 Best Things To Sell To Make Money (That Are Lying Around Your House)

best things to sell to make money

One person’s junk can be another person’s treasure. And that’s the beauty of finding things to sell to make money — you never know what kind of gold you might uncover!

Whether you’re looking to empty your closet, declutter your living room, or clean out your cabinets, selling items that are lying around your home is a quick and easy way to pull in extra cash.

From Zero to $50k in Monthly Vending Revenue in 16 Months

H&H Vending Machines

Vending machines are a classic passive income source that continues to be profitable today.

We had Mr. Passive himself, Mike Hoffman, in the show before to talk about how to scale up his vending machine business.

And one of his mentees is here today.

Anthony Kolodziej from H&H Vending scaled his vending operation from zero to over $50k per month in just 16 months.

That’s 30+ locations, thousands of transactions, and a strategy that turns vending into something way beyond the old-school snack machine in the corner of a breakroom.

How We Sold $100k Worth of Golf Gloves on the Side

Randall Pulfer

Most people look at a golf glove and see, well, just a golf club… white, plain, forgettable.

But Randall Pulfer and his co-founder Tyler, with zero experience in manufacturing, no background in design, and a full-time day job, sold $100k worth of golf gloves as a side hustle.

ChippGolfCo.com is now a brand that’s making waves in the golf scene.

Randall breaks down how he pulled it off from coming up with the idea, finding the right manufacturing partner, and making those first crucial sales.

(Want to try one for yourself? Head over to ChippGolfCo.com and use promo code HUSTLE for 15% off your order.)

Inside the Sharetown Mattress Return Pickup and Resale Side Hustle

plastic mattress protective bag

For the past couple years, I’ve seen a few people talking about their side hustle picking up “bed in a box” mattresses. They say it’s something you can do part time and the pay is great.

After that, though, the details become more and more scarce.

How does it all work? Where does the money come from? What’s the catch?

From Side Hustle to $1M in Sales

mike ettenberg

Mike Ettenberg spent 10 years as a firefighter, but was constantly losing or breaking his sunglasses on calls.

Frustrated, he decided to take matters into his own hands.

Frontline Optics makes durable sunglasses for first responders with a no-questions-asked replacement policy.

Despite having “no business experience,” the Side Hustle Show listener took Frontline from side hustle to full-time venture, selling over $1M worth of sunglasses along the way. 

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