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.

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.

Is the Upside App Legit? How to Get $290 Cash Back on Gas and Groceries

upside

Upside (formerly known as GetUpside) is a free money making app that allows users to earn cash back on gas, groceries, and dining.

According to the Upside website, users have the opportunity to earn up to 25¢ per gallon on gas, 45% cash back at restaurants, and 30% cash back at participating grocery stores.

But is the app legit, or is this too good to be true?

From $9 to $350K: How I Built and Sold an AI-Powered Website

Tanya Van Gastel from RankingonAI.com and The Multiverse AI

What if you could build a six-figure business in under 2 years — with zero technical skills and almost no marketing budget?

Tanya van Gastel did exactly that with Multiverse.ai, an AI-powered headshot generator that turned selfies into professional photos. She started with just $9 per sale, scaled to $29, drove over $350,000 in revenue, and sold the business — all while working with two co-founders and learning marketing from scratch.

In this episode, Tanya pulls back the curtain on how she found customers, grew through SEO and affiliates, pivoted to corporate clients, and ultimately prepared the business for acquisition.

26 Best Driving Apps to Make Money With Your Car

driving apps

Driving apps are some of the most popular side hustles around.

Services like Uber and Lyft made the idea of “driving for dollars” mainstream. Most driving apps are simple, relatively easy, and quick ways to make extra money.

In fact, these “gig economy” apps have helped create a multi-hundred billion dollar a year industry.

But which driving apps are the best?

10 Creative Side Hustles That Make Real Money – Part 8

blake hutchison

This is normally a Thanksgiving tradition on the show, but I’ve seen so many fun ideas come across my desk this year, and we just couldn’t wait! Welcome to Round 8 of Creative Side Hustles That Make Real Money.

And to help out with this round, I’m joined by someone who’s no stranger to the side hustle world. As the CEO of Flippa.com, the number one platform to buy and sell online businesses, Blake Hutchison has had a front row seat to thousands of profitable side projects. Today, he’s here to share that perspective with us.

This is the 8th installment of the series, so I encourage you to check out the previous episodes if you like this format, make sure to grab the full playlist here.

How to Start a Hot Tub Rental Business: Zero to $1000s per Month

You’ve heard of Hot Tub Time Machine, but how does Hot Tub Cash Machine sound?

That’s effectively the business model this week’s guest Steve Nadramia of LIHotTubRentals.com has.

Steve is a high school history and economics teacher in New York, and a listener of the show.

Reddit’s Best Side Hustles: From YouTube Tutorials to Pet Baptisms

Reddit's Best Side Hustle Ideas

We’ve got $10,000 a month writing on Medium, $1000 a day washing windows, $50 an hour assembling furniture, and more! In this episode, we’re running through some of the most favorite and most unique side hustles discovered on Reddit. To help break these down is longtime listener and side hustle expert Whitney Bonds. Whitney joins … Read more

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