The Side Hustle Show

766: We Found Reddit’s Weirdest Side Hustles

Can you really make money in tickling tomato flowers or selling your own boogers? Today's episode digs into a pile of genuinely bizarre side hustles pulled from Reddit t

How to Start a Commercial Cleaning Business on the Side: $100k in 9 Months (Greatest Hits)

This week’s guest booked $100k worth of commercial cleaning business in her first 9 months. Haley Gallagher and her husband are serial side hustlers and were specificall

765: The $50k/mo One-Person Agency

Can one person run an AI consultancy without hiring a team of developers? Simon Bergeron runs Lemonbrand.io, a one-person business that’s part digital agency, part consu

764: 17 Surprising Businesses That Can Make Millions

What do hermit crab food, glitter bombs, and dog sunglasses have in common? They're all real businesses making real money by solving weird, specific problems nobody else

763: He Makes $3,000 a Year Every Time He Gives a Restaurant a Free Chalkboard (And He’s Done it 200+ Times)

What if you could earn $3,000 a year from a whiteboard you give away for free? John Schierman of MegansDailyDish.com places free chalkboards and whiteboards in restauran

762: Buy Buttons, 10 Years Later

What if the hardest part of your business isn't building the thing, but finding someone to buy it? Ten years ago, I wrote a book called Buy Buttons. The premise: instead

$1000 a Week Tutoring on the Side (Greatest Hits)

The ACT is a college entrance exam used by many colleges to rank students applying to their schools. The subject matter covers English grammar, reading comprehension, mat

761: Shopping for Cash Flow: Buying an Online Business in 2026

What if you could skip the hardest part of starting a business, the zero-to-one grind, and just buy your way into cash flow instead? Joe Burrell runs Just Website Broker

760: The $100k/mo Single-Function Site, the $4k Pet Party Planner, the $30k Cheese Fortune Teller, and more

Today, we're digging into a stack of side hustle examples and brainstorming ways you could put your own spin on it. To help me out, I invited Deacon Hayes back on the sh

759: Zero to $20k/mo with the Amazon Influencer Program

What if the easiest money you ever made online came from filming your own bathroom, your neighbor's Legos, or a handwashing station at a farmer's market? Nate Jackson fr

758: From Zero to $120k/mo in 18 Months

Can you build a six-figure e-commerce business selling products you don't even use yourself? Let's find out. 18 months ago, today's guest was working a day job in digita

$500k Revenue From a $9 Membership (Greatest Hits)

Liz Wilcox found herself at a crossroads. With a growing email list of beginners wanting to learn about email marketing, she knew she wanted to find a way to step away f

757: She Built a 6-Figure Business Talking About Goats

Can you build a real business around one very specific animal? Deborah Niemann has spent nearly two decades doing exactly that. She runs ThriftyHomesteader.com, a goat-f

756: Your 15-Minute-a-Day Marketing Plan

What if you didn't need a huge audience to grow your business — just one good partner who already has one? In today's episode, we're breaking down a repeatable system fo

755: The $295k Kids Party Rental Side Hustle

Buy it once, get paid for it over and over again — that's a business model I never stop loving. Tayo Lanlehin couldn't find kid-sized tables and chairs for her son's fir

754: He Sold $3M in Coffee From a Bike

Want to start a mobile coffee business without the overhead of a brick-and-mortar café? Vlad Priadko didn't want to sign a lease, hire a staff, or take on the overhead o

$3k a Month Renting Out Mobility Scooters Part-Time (Greatest Hits)

I love a good rental business: buy something once and get paid for it over and over again. It’s a cool model, and this week’s guest found a creative approach to it in th

753: The $2k/Month Side Hustle That Led to Buying a 70-Acre Farm with Zero Down

What if a spare closet could turn into a farm, a warehouse, and 70 acres of land? That's roughly the path Kyle Beaver took. Kyle runs Ten Mile Mushrooms in rural Pennsyl

752: $500/week as a Mystery Shopper

Getting paid to eat at restaurants, tour apartments, and run your car through the wash 20 times in an afternoon? That's mystery shopping — a $2 billion industry most peop

751: The Most Random Ways You’ve Made Extra Money

Last month, I put out a call for listeners to share the most random ways they've made extra money, and the responses did not disappoint! Some side hustles start with a b