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The Side Hustle Show
Based on Podcast App listening data
The Side Hustle Show episodes
- 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 threads, and most of them actually work.
Alan Donegan from The Rebel School joins the show again to break down a dozen-plus offbeat income ideas, what makes them tick, and how you might replicate the underlying strategy even if you have zero interest in roly-poly bugs or soda can tabs.
Alan's been on the show before, and he and his wife run free business and finance courses that have helped people retire decades early.
He's back today purely for the fun of dissecting strange but real ways people are making extra cash.
Tune in to Episode 766 of the Side Hustle Show to learn:
- how niche pet and hobby communities create surprisingly reliable income from "trash" products
- why solving an annoyance (standing in line, filling out forms, moving furniture) is worth real money
- how strategic partnerships and word of mouth can scale even the weirdest business idea
Full Show Notes: We Found Reddit’s Weirdest Side Hustles
New to the Show? Get your personalized money-making playlist here!
Sponsors:
- Quo (formerly OpenPhone) — Get 20% off of your first 6 months!
- Shopify — Sign up for a $1 per month trial!
- Gusto — Get 3 months free of the leading payroll, benefits, and HR provider for modern small businesses!
- Indeed – Start hiring NOW with a $75 sponsored job credit to upgrade your job post!
- Monarch — Get an extended 30-day free trial!
About The Side Hustle Show
This is the entrepreneurship podcast you can actually apply!
The award-winning small business show covers the best side hustles and side hustle ideas. We share how to start a business and make money online and offline, including online business, side gigs, freelancing, marketing, sales funnels, investing, and much more.
Join 100,000+ listeners and get legit business ideas and passive income strategies straight to your earbuds. No BS, just actionable tips on how to start and grow your side hustle.
Hosted by Nick Loper of Side Hustle Nation.
56 min - 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 specifically looking for a side hustle they could do after hours.
Seeing an opportunity at a bar he was working security for, Haley’s husband asked if they could take on the cleaning contract.
That job snowballed into more jobs and as they hired employees and grew their business, MoonlightCommercialCleaning.com, they earned over $170k in revenue in their full first year.
Tune in to The Side Hustle Show interview to hear:
- how Moonlight Commercial Cleaning found their first customers
- how they price their work and manage a growing team of cleaners
- some of the mistakes they made along the way
Full Show Notes: How to Start a Commercial Cleaning Business on the Side: $100k in 9 Months
New to the Show? Get your personalized money-making playlist here!
Sponsors:
- Quo (formerly OpenPhone) — Get 20% off of your first 6 months!
- Shopify — Sign up for a $1 per month trial!
- Gusto — Get 3 months free of the leading payroll, benefits, and HR provider for modern small businesses!
- Indeed – Start hiring NOW with a $75 sponsored job credit to upgrade your job post!
- Monarch — Get an extended 30-day free trial!
About The Side Hustle Show
This is the entrepreneurship podcast you can actually apply!
The award-winning small business show covers the best side hustles and side hustle ideas. We share how to start a business and make money online and offline, including online business, side gigs, freelancing, marketing, sales funnels, investing, and much more.
Join 100,000+ listeners and get legit business ideas and passive income strategies straight to your earbuds. No BS, just actionable tips on how to start and grow your side hustle.
Hosted by Nick Loper of Side Hustle Nation.
48 min - 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 consultancy, with some micro SaaS on top.
He manages a team of about 500 AI agents doing ongoing work for clients.
Simon tried to pick a niche, but referrals kept pulling him into golf clubs, dentist offices, manufacturers, and accounting firms. The common thread was team size.
Solo operators rarely need outside help, and big companies get bogged down in politics. Teams of 5 to 200 people turned out to be the sweet spot.
His mantra is “measure first, then automate.”
Tune in to Episode 765 of the Side Hustle Show to learn:
- how to land your first AI automation client without a tech background
- why an "inbox audit" is the most valuable discovery tool for finding automation opportunities
- how to structure pricing so clients stay without feeling trapped
Full Show Notes: The $50k/mo One-Person Agency
New to the Show? Get your personalized money-making playlist here!
Sponsors:
- Quo (formerly OpenPhone) — Get 20% off of your first 6 months!
- Shopify — Sign up for a $1 per month trial!
- Gusto — Get 3 months free of the leading payroll, benefits, and HR provider for modern small businesses!
- Indeed – Start hiring NOW with a $75 sponsored job credit to upgrade your job post!
- Monarch — Get an extended 30-day free trial!
About The Side Hustle Show
This is the entrepreneurship podcast you can actually apply!
The award-winning small business show covers the best side hustles and side hustle ideas. We share how to start a business and make money online and offline, including online business, side gigs, freelancing, marketing, sales funnels, investing, and much more.
Join 100,000+ listeners and get legit business ideas and passive income strategies straight to your earbuds. No BS, just actionable tips on how to start and grow your side hustle.
Hosted by Nick Loper of Side Hustle Nation.
55 min - 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 wanted to touch.
Steve Chou, from My Wife Quit Her Job, is back for his fifth appearance on the show, dating back to 2015.
He's the author of The Family First Entrepreneur, and he built two successful side hustles before leaving his day job.
This episode continues the business idea donation series Steve and I have done a few times before, the kind where we just brain-dump a bunch of fascinating, often ridiculous business ideas we've stumbled across.
Past installments include Episodes 657, 563, and 530 in the archives.
Tune in to Episode 764 of the Side Hustle Show to learn:
- how niche pet products can quietly turn into multimillion-dollar businesses
- why "waste" products like dung, lost luggage, and old furniture can become profitable inventory sources
- how emotional triggers like fear, novelty, grief, and humor drive viral product sales
Full Show Notes: 17 Surprising Businesses That Can Make Millions
New to the Show? Get your personalized money-making playlist here!
Sponsors:
- Quo (formerly OpenPhone) — Get 20% off of your first 6 months!
- Shopify — Sign up for a $1 per month trial!
- Gusto — Get 3 months free of the leading payroll, benefits, and HR provider for modern small businesses!
- Indeed – Start hiring NOW with a $75 sponsored job credit to upgrade your job post!
- Monarch — Get an extended 30-day free trial!
About The Side Hustle Show
This is the entrepreneurship podcast you can actually apply!
The award-winning small business show covers the best side hustles and side hustle ideas. We share how to start a business and make money online and offline, including online business, side gigs, freelancing, marketing, sales funnels, investing, and much more.
Join 100,000+ listeners and get legit business ideas and passive income strategies straight to your earbuds. No BS, just actionable tips on how to start and grow your side hustle.
Hosted by Nick Loper of Side Hustle Nation.
51 min - 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 restaurants and other busy venues.
The venue uses the board for daily specials. John sells small ad spots along the bottom to local businesses.
He's placed more than 200 of these boards so far. Each one brings in around $3,000 a year.
(Check out John's Community Boards program! New students get a free 15-minute coaching call with John and a free board!)
Tune in to Episode 763 of the Side Hustle Show to learn:
- how to place free chalkboards and whiteboards in restaurants and other high-traffic venues
- how to price, sell, and fill advertiser spots around the board
- how to turn one placement into a referral engine for more locations and more advertisers
Full Show Notes: He Makes $3,000 a Year Every Time He Gives a Restaurant a Free Chalkboard (And He’s Done it 200+ Times)
New to the Show? Get your personalized money-making playlist here!
Sponsors:
- Quo (formerly OpenPhone) — Get 20% off of your first 6 months!
- Shopify — Sign up for a $1 per month trial!
- Gusto — Get 3 months free of the leading payroll, benefits, and HR provider for modern small businesses!
- Indeed – Start hiring NOW with a $75 sponsored job credit to upgrade your job post!
- Monarch — Get an extended 30-day free trial!
About The Side Hustle Show
This is the entrepreneurship podcast you can actually apply!
The award-winning small business show covers the best side hustles and side hustle ideas. We share how to start a business and make money online and offline, including online business, side gigs, freelancing, marketing, sales funnels, investing, and much more.
Join 100,000+ listeners and get legit business ideas and passive income strategies straight to your earbuds. No BS, just actionable tips on how to start and grow your side hustle.
Hosted by Nick Loper of Side Hustle Nation.
47 min - 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 of building a store or website and hoping somebody finds it, go set up shop where the traffic already is, where buyers are already buying.
The book covered over 300 platforms and marketplaces across niches. A decade later, I wanted to revisit the idea.
Are those platforms tapped out? What new ones have shown up? And does the same principle work offline?
This episode is a tour through the legacy platforms that are still thriving, the newer marketplaces that could be the next big wave, and a few examples of entrepreneurs applying the same strategy in the physical world.
Tune in to Episode 762 of the Side Hustle Show to learn:
- which "legacy" buy buttons platforms from 2016 are still worth building on today
- newer marketplaces like Whatnot, Outschool, and Teachers Pay Teachers that didn't exist (or weren't obvious) a decade ago
- how to apply the buy buttons strategy offline, from mobile coffee carts to vending machines
Full Show Notes: Buy Buttons, 10 Years Later
New to the Show? Get your personalized money-making playlist here!
Sponsors:
- Quo (formerly OpenPhone) — Get 20% off of your first 6 months!
- Shopify — Sign up for a $1 per month trial!
- Gusto — Get 3 months free of the leading payroll, benefits, and HR provider for modern small businesses!
- Indeed – Start hiring NOW with a $75 sponsored job credit to upgrade your job post!
- Monarch — Get an extended 30-day free trial!
About The Side Hustle Show
This is the entrepreneurship podcast you can actually apply!
The award-winning small business show covers the best side hustles and side hustle ideas. We share how to start a business and make money online and offline, including online business, side gigs, freelancing, marketing, sales funnels, investing, and much more.
Join 100,000+ listeners and get legit business ideas and passive income strategies straight to your earbuds. No BS, just actionable tips on how to start and grow your side hustle.
Hosted by Nick Loper of Side Hustle Nation.
1 hr - $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, math, and science.
Millions of students take the test each year and the test prep business rakes in over a billion dollars a year.
As a Side Hustle Nation reader, I want to show you how to get some of that money!
Don’t fret if you aren't a teacher. I'll give you resources to gain the skills and they cost $0.
Full Show Notes: $1000 a Week Tutoring on the Side
New to the Show? Get your personalized money-making playlist here!
Sponsors:
- Quo (formerly OpenPhone) — Get 20% off of your first 6 months!
- Shopify — Sign up for a $1 per month trial!
- Gusto — Get 3 months free of the leading payroll, benefits, and HR provider for modern small businesses!
- Indeed – Start hiring NOW with a $75 sponsored job credit to upgrade your job post!
- Monarch — Get an extended 30-day free trial!
About The Side Hustle Show
This is the entrepreneurship podcast you can actually apply!
The award-winning small business show covers the best side hustles and side hustle ideas. We share how to start a business and make money online and offline, including online business, side gigs, freelancing, marketing, sales funnels, investing, and much more.
Join 100,000+ listeners and get legit business ideas and passive income strategies straight to your earbuds. No BS, just actionable tips on how to start and grow your side hustle.
Hosted by Nick Loper of Side Hustle Nation.
47 min - 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 Brokerage, where he's helped broker over 300 sales totaling more than $7 million in lifetime value.
He started buying and selling his own online businesses back in 2012 and pivoted to full-time brokering around 2018.
These days he doesn't run any businesses of his own — his expertise is entirely in guiding buyers and sellers through the deal process.
In this episode, Joe walks through real, live listings on Flippa, breaking down what the numbers mean, what red flags to watch for, and what actually makes a website or online business worth buying.
(Download Joe's State of Online Business Sales report at justwebsitebrokerage.com/2026!)
Tune in to Episode 761 of the Side Hustle Show to learn:
- how to read a business listing's profit multiple and decide if the asking price is fair
- the questions to ask before buying a content site, e-commerce store, or SaaS product
- why diversification and a post-purchase plan matter more than the price tag
Full Show Notes: Shopping for Cash Flow: Buying an Online Business in 2026New to the Show? Get your personalized money-making playlist here!
Sponsors:
- Quo (formerly OpenPhone) — Get 20% off of your first 6 months!
- Shopify — Sign up for a $1 per month trial!
- Gusto — Get 3 months free of the leading payroll, benefits, and HR provider for modern small businesses!
- Indeed – Start hiring NOW with a $75 sponsored job credit to upgrade your job post!
- Monarch — Get an extended 30-day free trial!
About The Side Hustle Show
This is the entrepreneurship podcast you can actually apply!
The award-winning small business show covers the best side hustles and side hustle ideas. We share how to start a business and make money online and offline, including online business, side gigs, freelancing, marketing, sales funnels, investing, and much more.
Join 100,000+ listeners and get legit business ideas and passive income strategies straight to your earbuds. No BS, just actionable tips on how to start and grow your side hustle.
Hosted by Nick Loper of Side Hustle Nation.
46 min - 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 show. Deacon is the founder of WellKeptWallet.com and the author of You Can Retire Early.
He's a serial entrepreneur whose latest project is actually a rap album!
Tune in to Episode 760 of the Side Hustle Show to learn:
- how a single-function website built in 2014 still pulls in an estimated $100,000+ a month
- how niche, in-person "experience economy" businesses like line dancing lessons and pet birthday parties are cashing in
- how Deacon turned Facebook content into $3,000 to $4,000 a month using a simple content system
Full Show Notes: The $100k/mo Single-Function Site, the $4k Pet Party Planner, the $30k Cheese Fortune Teller, and more
New to the Show? Get your personalized money-making playlist here!
Sponsors:
- Quo (formerly OpenPhone) — Get 20% off of your first 6 months!
- Shopify — Sign up for a $1 per month trial!
- Gusto — Get 3 months free of the leading payroll, benefits, and HR provider for modern small businesses!
- Indeed – Start hiring NOW with a $75 sponsored job credit to upgrade your job post!
- Monarch — Get an extended 30-day free trial!
About The Side Hustle Show
This is the entrepreneurship podcast you can actually apply!
The award-winning small business show covers the best side hustles and side hustle ideas. We share how to start a business and make money online and offline, including online business, side gigs, freelancing, marketing, sales funnels, investing, and much more.
Join 100,000+ listeners and get legit business ideas and passive income strategies straight to your earbuds. No BS, just actionable tips on how to start and grow your side hustle.
Hosted by Nick Loper of Side Hustle Nation.
57 min - 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 from Hustle Buddies is back on the show to talk about the Amazon Influencer Program, a way to earn commissions by uploading short product review videos that show up on Amazon listings.
Nate spent years focused on Amazon FBA before finally trying the Influencer Program, and even though people told him it was too late and too saturated, he decided to test it for himself.
In just 10 months, Nate went from a brand-new account to 3,000 videos, building the kind of volume-based system that's helped him and people he coaches earn serious money without fancy equipment or hours of editing.
This is Nate's second appearance on the show, following up on his earlier episode about Amazon FBA.
Tune in to Episode 759 of the Side Hustle Show to learn:
- how to get approved for the Amazon Influencer Program even with almost no social following
- Nate's volume-based filming strategy and where to find hundreds of products to review without leaving your neighborhood
- how Creator Connections campaigns can boost your commission from around 2% up to 50%
(Want to learn Nate's system? He teaches it inside the Amazon Influencer Hub(opens in new tab), his Skool community!)Full Show Notes: Zero to $20k/mo with the Amazon Influencer Program
New to the Show? Get your personalized money-making playlist here!
Sponsors:
- Quo (formerly OpenPhone) — Get 20% off of your first 6 months!
- Shopify — Sign up for a $1 per month trial!
- Gusto — Get 3 months free of the leading payroll, benefits, and HR provider for modern small businesses!
- Indeed – Start hiring NOW with a $75 sponsored job credit to upgrade your job post!
- Monarch — Get an extended 30-day free trial!
About The Side Hustle Show
This is the entrepreneurship podcast you can actually apply!
The award-winning small business show covers the best side hustles and side hustle ideas. We share how to start a business and make money online and offline, including online business, side gigs, freelancing, marketing, sales funnels, investing, and much more.
Join 100,000+ listeners and get legit business ideas and passive income strategies straight to your earbuds. No BS, just actionable tips on how to start and grow your side hustle.
Hosted by Nick Loper of Side Hustle Nation.
1 hr 3 min
About The Side Hustle Show
From the publisher's feed
The entrepreneurship podcast you can actually apply! The award-winning small business show covers creative ways to make money online and offline, including online business, side gigs, freelancing, marketing, e-commerce, AI tools, investing, and much more. Join 150,000+ listeners and get legit business ideas and passive income strategies straight to your earbuds. No BS, just actionable tips on how to start and grow your side hustle. Hosted by Nick Loper of Side Hustle Nation since 2013.
For ad inquiries, please reach out to: [email protected]
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