uk

Chris Guillebeau

Side Hustle School

Business EN ↓ Епізодів: 3644

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.

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Автор

Chris Guillebeau

Категорія

Business

Сайт подкасту

sidehustleschool.com

Останній епізод

27 жов 2026

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Епізоди

Ep. 3587 - Q&A: “How to approach a company about a partnership?" 27.10.2026

Today’s listener has an interesting challenge: he wants to reach out to a company he bought a product from and offer to partner with them. He’s already tracked down their key employees on LinkedIn. What’s the next step? 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. 3586 - First $1,000: Tarot and TikTok Become Winning Combo 26.10.2026

In this week’s First $1,000 segment, we hear from a tarot card reader who was profitable in one month, all thanks to savvy use of TikTok and smart pricing strategies. 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. 3585 - STORY: Artistic Cartographer Maps Out Successful Side Hustle 25.10.2026

A designer with an enthusiasm for both maps and art merges the two to create hand-printed mazes that zig-zag through the hearts of iconic cities. 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: &nbs...

Ep. 3584 - Q&A: “Should I create a pre-order campaign for my book launch?” 24.10.2026

Today’s listener is self-publishing a book on personal finance—and he’s wondering about the launch process. Should he make the book available for pre-order or just put it up for sale? 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. 3583 - STORY: Maniac Pumpkin Carving! 23.10.2026

Get paid up to $700 each for carving pumpkins?? Only on Side Hustle School: a love of all things Halloween leads two friends to carve out a chunk of seasonal profits. 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. 3582 - TBT: Aussie Sketches Old Homes for New Money 22.10.2026

In this week’s “Throwback Thursday” segment, we hear from a designer in Australia who sketches and sells illustrations of houses. Her side hustle is now her full-time focus! 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. 3581 - Q&A: “Can you deduct side hustle losses from income taxes?” 21.10.2026

This listener’s new side hustle lost money this year. Hopefully that will change in the future, but for now—is there a silver lining in being able to deduct losses from his income taxes? 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. 3580 - Q&A: “Is there an easier way to start reselling?” 20.10.2026

Reselling is quick and simple—but it’s also a lot of work, and today’s caller is looking for a shortcut. Does such a thing exist? 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:  SideHustleScho...

Ep. 3579 - First $1,000: New Podcaster Sets Up Joint Venture Deals 19.10.2026

In this week’s First $1,000 segment, we hear from a new podcaster with a business model of setting up joint venture (JV) deals. How does it work and how much money does he make? (Hint: at least $1,000.) 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...

Ep. 3578 - Un-Tours Of Myanmar Offer Adventure and Unpredictability 18.10.2026

His friends kept asking him to lead tours of Myanmar, and he finally agreed. But he wasn’t going to stick to the usual sights—his ‘un-tours’ would be anything but typical. 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 e...

Ep. 3577 - Q&A: “Can I get paid to help iPhone owners switch to Android?” 17.10.2026

Today’s listener wants to serve the masses of people who buy Apple products but would shop for Android and PC devices if they knew what to buy. It’s an interesting market—how can he succeed? 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. 3576 - Failure Friday: “Amazon permanently banned my seller account…” 16.10.2026

In this week’s Failure Friday segment, we hear from Kelan from TheSavvyCouple.com. In his early days, he sold on eBay and Amazon. It was all going well, until a supplier problem led to him getting banned—permanently! 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 guide...

Ep. 3575 - TBT: The 7-Figure Dachshund Apparel Business 15.10.2026

In this week’s “Throwback Thursday” segment, we hear from the co-founder of Bean Goods, which sells dachshund-themed apparel for dogs and humans. 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: &nbs...

Ep. 3574 - Q&A: “Can I use another author's work in my book?” 14.10.2026

Today’s listener has a legal question that I can actually answer with some confidence: what are the rules about quoting or referencing someone else’s work in something you offer for sale? 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&...

Ep. 3573 - Q&A: “How do I focus on retaining clients?” 13.10.2026

Today we’re going to hear from a CPA in the midwest who wants to focus on retaining clients. This is more important than finding new 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:  Si...

Ep. 3572 - First $1,000: “I succeeded by following contradictory advice…” 12.10.2026

In this week’s “First $1,000” segment, we hear from the seller of Pretty Old Books. What started as an idea to sell vintage book sets on Etsy turned into an entirely different business model. 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&...

Ep. 3571 - STORY: Guitar Player Chalks Up Success By Enjoying The Process 11.10.2026

A systems administrator and lifelong guitar player generates thousands per month writing about his musical hobby.  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 Ema...

Ep. 3570 - Q&A: “Can I offer a permanent price discount?” 10.10.2026

Our listener has seen furniture stores offer non-stop sales. Is there any reason they can’t have a sale that never ends in their 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 several days each week. Show notes: &nbsp...

Ep. 3569 - STORY: Hand Lettering Artist Upgrades Photo Booth Props 09.10.2026

An illustrator gives boring wedding photo booth props a much-needed upgrade, creating an alternative to greeting cards at the same time. 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:  SideHus...

Ep. 3568 - TBT: Physician Designs Plush Toys to Teach Anatomy 08.10.2026

In this week’s “Throwback Thursday” segment, we hear from a doctor who makes plush toys in the shape of human organs to teach kids about the body.  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. 3567 - Q&A: “Can I resell items I get for free?" 07.10.2026

Today’s listener received some free display equipment at a trade show. Can he resell it without worrying, or does this create an ethical dilemma?  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. 3566 - Q&A: “An English-language anime club in Japan…” 06.10.2026

Today’s caller wants to start an English-speaking anime club in Japan. With the country recently re-opened for visitors, let’s get this party started! 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. 3565 - First $1,000: “I got paid to walk dogs while on work calls…” 05.10.2026

In this week’s First $1,000 segment, we hear from a Chicago native who starts “Day Job Dogwalking” during the pandemic. While juggling work calls with her employer, she gets paid (and eventually hires someone) to walk dogs in her neighborhood. 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, t...

Ep. 3564 - STORY: Physical Therapist Sells 57,000 “Neck Hammocks” 04.10.2026

In trying to remedy his own workout injuries, this physical therapist invents a portable device to relieve pain. He then patents the device and sells 57,000 of them.   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...

Ep. 3563 - Q&A: “What’s the 80/20 rule of side hustling?” 03.10.2026

Today’s listener is wondering about applying the Pareto principle to the world of side hustles. What can we learn—and what should we do differently as a result of this knowledge? 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...

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