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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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Ep. 3597 - STORY: The Travel Blog That Paid for a House
A “Digital Nomad Wannabe” goes from aspiration to vindication, earning up to $50,000/month and eventually buying a home with the proceeds from her blog. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of
Ep. 3596 - TBT: Soap Springs Eternal for Non-Profit Employee
In this week’s “Throwback Thursday” segment, we hear from a soap-making adventuress who goes all-in on a squeaky clean side hustle. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extr
Ep. 3595 - Q&A: “Too tired to hustle at the end of the day…”
At the end of a long workday, how do you find the energy to work on your side hustle? Let’s give this listener (and you!) three quick tips to manage the overwhelm. Side Hustle School features a new episode EVERY DAY, featuring detailed case
Ep. 3594 - Q&A: “Is it better to offer more ways of accepting payment?”
This listener is wondering about adding new options for accepting payment, including checking debits and cryptocurrency. Is more always better? Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people w
Ep. 3593 - First $1,000: “I had to spend $20,000 to make $1,000…”
In this week’s “First $1,000” segment, we hear from the creator of Metaphor Dice, the writing tool that plays like a game and helps you think more figuratively. How did he make his first $1,000, and what did he learn? Side Hustle School fea
Ep. 3592 - STORY: Friends Foster Korean Face Mask Frenzy
When several friends and colleagues discover the consumer craze over Korean face masks, they team up to create their own subscription box side hustle. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of p
Ep. 3591 - Q&A: “How to market spooky savory pastries?”
Happy Halloween! In the spirit of the holiday, we have a listener in Canada who’s making a spooky treat for sale. What’s the best way she can reach a market of buyers? Side Hustle School features a new episode EVERY DAY, featuring detailed
Ep. 3590 - Failure Friday: “I dropped out of Stanford and left my business…”
In this week’s Failure Friday segment, we hear from Bryan Quoc Le, a scientist and food blogger. His early days of selling vegan banana ice cream at Stanford felt promising, but soon turned into too much to handle. Side Hustle School featur
Ep. 3589 - TBT: “Recovering Attorney” Operates 7-Figure Podcast Service
In this week’s “Throwback Thursday” segment, we hear from a former attorney and White House aide who starts a service helping businesses with podcasts. It’s grown into a 7-figure operation! Side Hustle School features a new episode EVERY DA
Ep. 3588 - Q&A: “How to become an affiliate manager for large launches?”
Some product launches have an “affiliate manager” who coordinates promotion efforts. How can our listener learn to offer this service on a freelance basis? Side Hustle School features a new episode EVERY DAY, featuring detailed case studies
Ep. 3587 - Q&A: “How to approach a company about a partnership?"
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 f
Ep. 3586 - First $1,000: Tarot and TikTok Become Winning Combo
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 c
Ep. 3585 - STORY: Artistic Cartographer Maps Out Successful Side Hustle
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
Ep. 3584 - Q&A: “Should I create a pre-order campaign for my book launch?”
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, fea
Ep. 3583 - STORY: Maniac Pumpkin Carving!
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 c
Ep. 3582 - TBT: Aussie Sketches Old Homes for New Money
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 det
Ep. 3581 - Q&A: “Can you deduct side hustle losses from income taxes?”
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,
Ep. 3580 - Q&A: “Is there an easier way to start reselling?”
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
Ep. 3579 - First $1,000: New Podcaster Sets Up Joint Venture Deals
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 epi
Ep. 3578 - Un-Tours Of Myanmar Offer Adventure and Unpredictability
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 detai
Ep. 3577 - Q&A: “Can I get paid to help iPhone owners switch to Android?”
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 D
Ep. 3576 - Failure Friday: “Amazon permanently banned my seller account…”
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 feat
Ep. 3575 - TBT: The 7-Figure Dachshund Apparel Business
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
Ep. 3574 - Q&A: “Can I use another author's work in my book?”
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,
Ep. 3573 - Q&A: “How do I focus on retaining clients?”
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
Ep. 3572 - First $1,000: “I succeeded by following contradictory advice…”
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
Ep. 3571 - STORY: Guitar Player Chalks Up Success By Enjoying The Process
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 qu
Ep. 3570 - Q&A: “Can I offer a permanent price discount?”
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 ea
Ep. 3569 - STORY: Hand Lettering Artist Upgrades Photo Booth Props
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
Ep. 3568 - TBT: Physician Designs Plush Toys to Teach Anatomy
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 peopl
