It's not often that someone calls in and says, “Am I running a pyramid scheme?” … but that's basically what we've got here today. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Instagra...
Apr 22, 2026•5 min•Ep. 3399
This listener wants to sell non-screen entertainment kits for kids. How can she go from concept to on-the-shelf product? Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Instagram: @193co...
Apr 21, 2026•6 min•Ep. 3398
In this week's First $1,000 segment, we hear from the creator of Consecrate, a subscription box for pastors and ministers. She sends more than 500 boxes out each month! Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleS...
Apr 20, 2026•8 min•Ep. 3397
A mortgage loan officer combines her nautical roots with a love of design to create geographically personalized jewelry. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Instagram: @193co...
Apr 19, 2026•8 min•Ep. 3396
This caller wants to start a print publication—nothing digital! What's the business model of this potential business magazine? Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Instagram: ...
Apr 18, 2026•5 min•Ep. 3396
In this week's Failure Friday segment, we hear from a successful Shopify store owner who sells party favors. Everything was going great, until disaster struck in the form of a misplaced change to her order panel. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week. Show notes: SideHustleSchool.com Email: team@side...
Apr 17, 2026•6 min•Ep. 3394
In this week's “Throwback Thursday” segment, we hear from a CPA who turns natural deodorant made from apple cider vinegar into a beauty and skin-care line. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/que...
Apr 16, 2026•6 min•Ep. 3393
A listener with an Etsy shop wants to open her own site as well. What's the best way to branch out? Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Instagram: @193countries Visit Chris's...
Apr 15, 2026•4 min•Ep. 3392
Lately I've been hearing from a lot of people in a time of transition one way or another. Here's an example: when the economy is in a downturn, is this is a bad time to quit your job? Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the sh...
Apr 14, 2026•6 min•Ep. 3391
In this week's First $1,000 segment, we hear from a freelance apparel designer who specializes in menswear. After having her first child, she set out to learn to work on her own. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: S...
Apr 13, 2026•6 min•Ep. 3390
After three co-workers notice their colleagues using paper towels to open restroom doors, they invent a simple solution that's a step above the rest. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions...
Apr 12, 2026•8 min•Ep. 3389
Oh no! Today's listener received a bad review on Etsy through no fault of their own. Is there anything they can do to appeal? Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Instagram: @...
Apr 11, 2026•5 min•Ep. 3388
After getting fed up with poorly-fitting swimwear, two friends realize that women with larger bust sizes are just an afterthought when swim brands design suits—so they set out to create an alternative. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week. Show notes: SideHustleSchool.com Email: team@sidehustleschoo...
Apr 10, 2026•8 min•Ep. 3387
In this week's “Throwback Thursday” segment, we hear from Texas's leading provider of marimba rentals. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Instagram: @193countries Visit Chri...
Apr 09, 2026•7 min•Ep. 3386
After a friend had a negative experience working for a company that didn't pay up, our caller wants to make sure this doesn't happen to him. What can he do to be proactive about invoicing and collecting payment? Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week. Show notes: SideHustleSchool.com Email: team@sideh...
Apr 08, 2026•5 min•Ep. 3385
Today's listener is trying to forecast profits for her subscription service, and wants to know what seems like a reasonable expectation. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on I...
Apr 07, 2026•6 min•Ep. 3384
In this week's First $1,000 segment, a talented artist capitalizes on their love for anime by offering personalized art commissions. Learn how they navigated pricing strategies, portfolio creation, and keeping up with clients. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week. Show notes: SideHustleSchool.com Em...
Apr 06, 2026•5 min•Ep. 3383
A software engineer creates a premium subscription box service for savvy cigar smokers. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Instagram: @193countries Visit Chris's main site: ...
Apr 05, 2026•7 min•Ep. 3382
Everyone, let's pack all of our stuff up in an RV and hit the road. We just need a tripod for all those #vanlife photos we're going to be taking! (Also, our caller wants to know how she can get sponsored for her own RV adventure.) Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week. Show notes: SideHustleSchool.co...
Apr 04, 2026•4 min•Ep. 3381
In this week's Failure Friday segment, we hear from the founder of a standardized test prep service. Before he started his business, he earned a perfect score on the SAT—and then pitched a book that was rejected by more than 100 literary agents and publishers. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week. S...
Apr 03, 2026•6 min•Ep. 3380
In this week's “Throwback Thursday” segment, we hear from a New Zealand software developer who popularizes iPad lettering brushes, accumulating 300,000 followers and a solid extra income. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on th...
Apr 02, 2026•7 min•Ep. 3379
How do you keep your business and personal finances separate? Ideally with a different bank account—but this listener is having trouble opening one. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions ...
Apr 01, 2026•4 min•Ep. 3378
Today's listener is working on a website that helps medical coders earn free continuing education (CE) credit. How could this project be monetized? Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions C...
Mar 31, 2026•6 min•Ep. 3377
In this week's First $1,000 segment, we hear from a real-life door-to-door salesman. Some “knockers” can earn six figures a year or more, as long as they can cope with repeated rejection. Here's the story of one guy who's well on his way. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week. Show notes: SideHustleS...
Mar 30, 2026•5 min•Ep. 3376
Taking advantage of some downtime, this Alberta firefighter picks up a chainsaw and begins carving out life-sized wooden bears. He sells his creations to universities, restaurants, and anyone who wants a unique (and large!) handcrafted item. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week. Show notes: SideHust...
Mar 29, 2026•6 min•Ep. 3375
This listener started a pen-to-paper initiative to connect people through snail mail. It's starting well, but how can it scale—and is a Pay-What-You-Will pricing model the best option? Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the s...
Mar 28, 2026•5 min•Ep. 3374
A director at a non-profit college of music creates an e-commerce site selling greeting cards with a twist. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Instagram: @193countries Visit...
Mar 27, 2026•7 min•Ep. 3373
In this week's “Throwback Thursday” segment, we hear from the co-founder of a business that provides frozen treats for dogs. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Instagram: @1...
Mar 26, 2026•7 min•Ep. 3372
Reselling is the easiest way to get started making money apart from your job. What are some tips to get started, and how can you find items to buy and sell? Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/qu...
Mar 25, 2026•6 min•Ep. 3371
A listener wants to sell a guide to replica luxury goods. She's not going to sell the items themselves, just the information. Is this a good idea? Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Co...
Mar 24, 2026•4 min•Ep. 3370
