Chris Guillebeau
Side Hustle School
A daily show for everyone who works a regular job and wants to start an income-earning project on the side. In each episode, listeners will hear a different story of someone who's started a side hustle—along with what went well, how that person overcame challenges, and what happened as a result. The show is written and hosted by Chris Guillebeau, the New York Times bestselling author of The $100 Startup, The Happiness of Pursuit, and other books. Hosted on Acast. See acast.com/privacy for more information.
Visita il sito del podcast e sostieni chi lo crea: sidehustleschool.com
Autore
Chris Guillebeau
Categoria
Sito del podcast
Ultimo episodio
28 ott 2026
Dove ascoltare?
I podcast nell'app Replaio Radio In arrivoI podcast stanno per arrivare nell'app. Installala ora e scopri per primo un modo tutto nuovo di vivere i podcast
Episodi
Ep. 3438 - STORY: Dog Lover Fetches $250,000 in Canine Clothing 31.05.2026 5:46
A Minnesota woman turns her design hobby into trendy duds for the whole family, including furry companions. 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: te...
Ep. 3437 - Q&A: “How do I best prioritize next steps?” 30.05.2026 5:51
This listener has designed and printed a series of planners for new moms struggling with postpartum depression. How can she reach her target audience? 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:...
Ep. 3436 - Failure Friday: “We went all-in on applying for a $2 million grant…” 29.05.2026 8:37
In this week’s Failure Friday segment, we hear from Suzanne Tucker, founder of Generation Mindful. Last year, her team decided to go all-in on applying for a big NIH grant—and the initial outcome was disappointing. 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 g...
Ep. 3435 - TBT: 26,000 Handmade Hair Scrunchies 28.05.2026 5:27
In this week’s “Throwback Thursday” segment, we hear from a woman in Iowa who makes and sells a LOT of scrunchies. Long live the 90s! 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: Side...
Ep. 3434 - Q&A: “Best way to get to market with nutrition bar…” 27.05.2026 4:28
A listener is launching an “all-in” protein bar. It’s a crowded market, but they’re, well, all-in. How can we help them get on the shelves of Whole Foods? 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 no...
Ep. 3452 - STORY: Mental Health Counselor By Day, Headband Artist by Night 26.05.2026 6:41
A mental health counselor gets a head start with a side hustle that brings in $3,000 a 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.c...
Ep. 3451 - Q&A: “’Spaced repetition’ practice with overseas tutors?” 26.05.2026 5:30
Today’s listener has an intriguing idea: to aid in memory retention using spaced repetition but with outsourced tutors from other countries. Think of it like “Upwork meets Udemy.” Will it work? 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...
Ep. 3433 - Q&A: “Is the directory website model outdated?” 26.05.2026 4:21
A caller from Massachusetts has a small moving business and is thinking about adding a directory website that provides listings to movers from around the country. Is this business model outdated, or might it still have potential? 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 includ...
Ep. 3432 - First $1,000: “I wasn’t sure what to do, so I started selling sports cards…” 25.05.2026 7:26
In this week’s First $1,000 segment, we hear from a Los Angeles consultant who begins buying and reselling sports cards during the pandemic. He does it because it’s fun—but it also ends up being highly profitable. 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 gu...
Ep. 3431 - STORY: Delaware College Students Place Ads on 450,000 Cars 24.05.2026 6:23
Two enterprising students start a business that connects advertisers with car owners. They now pay thousands of drivers up to $500/month, and are on track to earn $5 million in revenue. 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...
Ep. 3430 - Q&A: “How many income streams is best?” 23.05.2026 3:37
Today’s caller is diving into the world of side hustling, already earning money from one or two sources with plans to add more. Is there an optimal number to aim for? 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 w...
Ep. 3429 - STORY: Art School Model Starts Sexually Stimulating Side Hustle 22.05.2026 6:44
This biology student-turned model had a penchant for writing about sexual wellness. She just had to find a way to make money with it—and she did. 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...
Ep. 3428 - TBT: Luxury Buttercream Cakes Make Life Batter 21.05.2026 6:11
In this week’s “Throwback Thursday” segment, we hear from the owner of Sweet Afternoon Bakeshop. Have your cake and listen to it too! 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: Side...
Ep. 3427 - Q&A: “Is there a template to make an app or other software?” 20.05.2026 4:56
Today’s listener is looking for a template to make a website that has some specific functionality—in her case, a combination of Craigslist and Airbnb. 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:...
Ep. 3426 - Q&A: “Should I provide a guarantee for my real estate photography service?” 19.05.2026 4:30
Today’s listener is starting to get paid for real estate photography. Should she offer a money-back guarantee in case a client is unsatisfied? 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: &...
Ep. 3425 - First $1,000: The Med School “Decision Doctor” 18.05.2026 5:38
In this week’s First $1,000 segment, we hear from a medical resident working in Chicago who has a side hustle as the med school “decision doctor,” helping students and interns navigate crucial decisions. 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...
Ep. 3424 - STORY: Fire in the Hole! Handcrafted Drumsticks Ignite Into Profits 17.05.2026 6:58
The podcast is on fire! A woman creates an Etsy store to market her wood-burned artistry wares, specializing in custom, handcrafted drumsticks. 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:...
Ep. 3423 - Q&A: “How can I compete with unfair Etsy sellers?” 16.05.2026 4:25
We had an episode recently with an Amazon seller who had a competitor posting lots of fake reviews. Today’s caller has been dealing with a similar problem: unfair Etsy sellers who mass-manufacture their products, contrary to the platform’s seller policy. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. T...
Ep. 3422 - Failure Friday: “We tried to be everything to everyone…” 15.05.2026 5:33
In this week’s Failure Friday segment, we hear from the founder of Cleanlots, a parking lot cleanup service that’s been operating for decades. In its early years, Cleanlots expanded too quickly, learning a valuable lesson before pulling back to its core competency. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quit...
Ep. 3421 - TBT: Hair Ties and Shampoo for Men with Long Hair 14.05.2026 8:19
In this week’s “Throwback Thursday” segment, we’ll hear from a man on a mission to create “hair equality.” 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: tea...
Ep. 3420 - Q&A: “Have I found a way to accept PayPal payments with no fees?” 13.05.2026 4:36
A crafty listener has found a way to avoid PayPal fees when accepting payments. Is he really on to something, or is it going to backfire on him? 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:  ...
Ep. 3419 - Q&A: “How to grow a facepainting business?” 12.05.2026 5:04
This listener is making money with facepainting, but would like to grow by selling more to her customers. What should she try? 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....
Ep. 3418 - First $1,000: “No one in Boston could find a good pierogi…” 11.05.2026 6:12
In this week’s First $1,000 segment, we hear from the co-founder of Jaju Pierogi, a line of delicious Polish snacks now stocked in hundreds of New England grocery stores. 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 ea...
Ep. 3417 - STORY: Store Manager Makes Micro Gainz For Macro Profits 10.05.2026 7:26
When a grocery store manager hits a weightlifting plateau, he creates micro weight plates through hard work and heavy lifting. 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...
Ep. 3416 - Q&A: “Is it still a good idea to sell Merch by Amazon?” 09.05.2026 5:10
Two years ago, one of our listeners made $30,000 selling t-shirts on Amazon without stocking any inventory. Opportunities come and go, however, and today’s caller is wondering if the Merch by Amazon program is still viable. 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 fre...
Podcast simili
Replaio non è un editore di podcast; i nomi dei programmi, le copertine e l'audio appartengono ai rispettivi autori e vengono distribuiti tramite feed RSS pubblici