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.
Bezoek zeker de website van de podcast en steun de maker: sidehustleschool.com
Auteur
Chris Guillebeau
Categorie
Website van de podcast
Nieuwste aflevering
31 okt. 2026
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Afleveringen
Ep. 3318 - Q&A: “How can I sell on a platform like NextDoor?” 31.01.2026 4:06
NextDoor is not primarily designed as a platform for you to go crazy and sell a bunch of stuff. So if you DO want to sell there—what do you need to know? 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 we...
Ep. 3317 - STORY: Jiu-Jitsu Instructor Pins Down Mobile Workout Tool 30.01.2026 7:03
An unconventional workout tool becomes a hit on Kickstarter, then goes on to earn $20,000 a month for its creator. 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: t...
Ep. 3316 - TBT: Designer Scales Personalized Wedding Products to $1M+ 29.01.2026 6:04
In this week's “Throwback Thursday” segment, we hear from a graphic designer who does custom illustrations for weddings and other events. It's now a seven-figure business! 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 se...
Ep. 3315 - Q&A: “How do I transition from Etsy to Shopify?” 28.01.2026 4:43
A listener has been selling on Etsy and wants to make the switch to Shopify. What's the best way to do this? 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@sidehust...
Ep. 3314 - Q&A: “What's the best software to write a non-fiction book?” 27.01.2026 4:26
Today's caller wants to know about the easiest and most helpful tools to write a non-fiction book. Unfortunately, books do not write themselves, but we'll give him three resources that might make it easier. 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 gui...
Ep. 3313 - First $1,000: “I still remember the day I hit the goal…” 26.01.2026 7:39
In this week's First $1,000 segment, we hear from Jodi Carlson, who sells resources and materials for Girl Scout troop leaders. 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. 3312 - STORY: The Clothes Dryer That Changed a Family Forever 25.01.2026 7:46
When this government employee is let go from his job, he stumbles upon a reselling opportunity that would end up helping his family ride the coming recession—and eventually earn six figures in a single year. 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. 3311 - Q&A: “Get paid to help brands with their Terms & Conditions?” 24.01.2026 4:32
Today's caller wants to help brands improve their Terms & Conditions, also known as T&C. Can she design and license a template that companies will pay 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 week...
Ep. 3310 - Failure Friday: “We were incredibly disappointed…” 23.01.2026 9:35
In this week's Failure Friday segment, we hear from the founder of Kettlebell Kings, an ecommerce shop. When a big early order from a supplier went terribly wrong, he had to regroup and learn resilience. 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 lesso...
Ep. 3309 - TBT: “MomBox” Expands to Popular Subscription Box Service 22.01.2026 7:05
In this week's “Throwback Thursday” segment, we hear from Kate Westervelt, the founder of MomBox. She's gone from frustrated new mom to CEO of a growing startup! 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...
Ep. 3308 - Q&A: “What are the ethics of paid referrals to therapists?” 21.01.2026 4:11
A listener with a YouTube channel about quitting smoking wants to earn commissions by referring viewers to therapists. What are the ethical and practical concerns of this 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 d...
Ep. 3307 - Q&A: “Should I charge a flat fee or percentage?” 20.01.2026 4:38
A listener and her teenager have been getting off to a good start selling on Facebook Marketplace. They now have the chance to sell for others, and are wondering about some best practices. 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. 3306 - First $1,000: “The pre-launch brought in $1,000 on day one…” 19.01.2026 7:52
In this week's First $1,000 segment, we hear from the founder of Brave Count, a subscription box for military spouses. 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 Emai...
Ep. 3305 - STORY: Engineer Makes $80,000/Year Handing Out Free Maps 18.01.2026 6:44
A former sound engineer in Texas maps out a successful career by providing free information guides for hotel guests. Advertisers pay for their business to get in front of out-of-town guests. 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. 3304 - Q&A: “Is it better to have more projects or a single focus?” 17.01.2026 5:03
It's the age-old question: how many side hustles should you try to tackle at once—and is there any process-driven way to make this decision? 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 note...
Ep. 3303 - STORY: Food Tour Guide Chomps Down on $100,000 Profit 16.01.2026 6:02
After first beginning with private cooking lessons, this former marketer discovers an even bigger opportunity in the world of food tours. 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: SideHustleSc...
3302 - TBT: Mystery Trip Biz Doubles Down on Thrills 15.01.2026 6:53
In this week's “Throwback Thursday” segment, we hear from Dave Green, the founder of Mystery Trip. His in-person event planning service has adjusted well to a hybrid world. 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 s...
Ep. 3301 - Q&A: “How do songs get licensed for background music?” 14.01.2026 4:58
An independent musician seeks advice on skipping out on Spotify. Royalties for most artists are dismal on streaming services—is corporate licensing for background music a better 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 liste...
Ep. 3300 - Q&A: “How many ‘wine-of-the-month’ clubs are there??” 13.01.2026 4:40
Today's caller has seen many “of-the-month” clubs, ranging from wine, plants, and even all the way to pickles. With so many of them out there, does that mean the market is saturated? 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. 3299 - First $1,000: Fashion Affiliate Earns $10,000/Month 12.01.2026 6:04
In this week's First $1,000 segment, we hear from a fashion lover who uses affiliate campaigns to earn commissions. This new business is taking off! 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: S...
Ep. 3298 - STORY: Rehearsal App for Actors Earns $500,000 11.01.2026 7:12
Not satisfied with the iPhone's built-in Voice Recorder, a radio host and acting coach creates his own app to help actors rehearse. It goes on to earn more than $500,000. 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. 3297 - Q&A: “Should I pay $2,000 for a domain name I really want?” 10.01.2026 4:58
Today's listener has found the perfect domain for her new website and YouTube channel, but it's already been registered and the seller wants $2,000 for it. What should she do? 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 da...
Ep. 3296 - Failure Friday: “Apple rejected my game before it even launched…” 09.01.2026 6:18
In this week's Failure Friday segment, we hear from a mobile game developer with an ambitious idea—so ambitious that it never got off the ground. 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...
Ep. 3295 - TBT: Best Guitar Lessons in the Universe 08.01.2026 8:13
In this week's “Throwback Thursday” segment, we hear from a university administrator who creates a sustainable full-time income from teaching guitar. 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...
Ep. 3294 - Q&A: “I’m offering executive coaching at a high price…” 07.01.2026 3:54
Today's caller is on their second attempt with a coaching service for busy executives. It's a big-ticket item, but the first round didn't go very well. What should they change for take two? 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&am...
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