Side Hustle School

Host Chris Guillebeau shares a solo "extended cut" episode drawn from 10+ years of traveling while working remotely, plus a list of every…

A database consultant who began teaching at a local university decided to package her curriculum into a book and online course aimed at…

Two London side hustlers design and sell a standing desk that retails for about $37. The product is a cheap, portable standing-desk…

A Brooklyn real estate broker and his fitness buddy launch "No Days Off" exercise bands, sold in custom colors. They blend a love of…

A California accountant creates a natural deodorant brand and reaches roughly $10,000/month in revenue, framed as "sweat equity." She…

An Australian launches an online apparel store aimed at tall women, leaning into the niche sizing gap on the "top shelf" of standard…

A production supervisor who loved buying video games began reselling his collection on eBay. He realised his hobby inventory had resale…

A bartender and yoga teacher earns roughly $100/day from "Revenge By Mail," a novelty service that sends anonymous postcards congratulating…

Noticing that bidets are common elsewhere but rare in Canada, one man starts selling bidets and grows the side income to $10,000/month. The…

A retired husband-and-wife team switch from handmade art to selling digital art prints online and now move more than 100 prints a month.…

An independent musician, low on funds, starts writing personalised love songs for $325 each. The episode covers custom creative services…

When her 5-year-old earned money taking out neighbors' trash, his mom realises piggy banks don't work and reinvents the idea as a 'piggy…

A Texas attorney creates an easy-to-scale side hustle selling holiday-themed prints, earning extra cash without the time drain. The episode…

Two women launch an underwear brand on the side, growing from a Kickstarter campaign into a multi-million dollar company with a dozen-plus…

After being laid off, a digital marketer starts making pre-made meals, launches a successful crowdfunding campaign and brings in…

An editor at Superdry, frustrated that she was reading less, creates a subscription book club for 'bad people' that ships new titles to…

After being diagnosed with a chronic illness, a UK communications manager turns her food-tracking writing into a side hustle built around a…

A group of college students launch a social-enterprise sock brand that sells socks with a cause, signing up more than 100 educational…

A hospital employee and competitive powerlifter, unable to make money as a personal trainer, pivots to designing and selling bow ties. The…

A family-owned coffee business built around a love of coffee grows into roughly $4,000/month by selling beans to loyal customers. The…

A Google product manager earns an extra $100,000 in one year by offering marketing services on Fiverr, ranking in the platform's search and…

Weekly recap episode highlighting lessons from the week's interviews and answering listener questions, focused on the question of whether…

A CPA and Side Hustle School listener builds her own subscription box for low-carb, low-sugar snacks, reaching more than $5,000/month in…

A college student learns to cook on a budget, documents her recipes on a website and earns more than $1,000 a month. The episode covers how…