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.
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Autor
Chris Guillebeau
Categoría
Web del podcast
Último episodio
31 de oct. de 2026
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Episodios
Ep. 3069 - Q&A: “I’m ready to sell my side hustle—how do I do it?” 27.05.2025 5:36
How do you sell your side hustle without getting shortchanged? In this episode, we break down how to value your business, find the right buyer, and make a smooth exit. 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. 3068 -First $1,000: Real Estate Office Rents Out Podcast Studio 26.05.2025 5:49
In this week's First $1,000 segment, discover how a small real estate office transformed an underused room into a podcast studio, bringing in steady income with minimal effort. 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. 3067 - Weekend Workshop: Frame Your First Dollar 25.05.2025 6:12
This new segment is all about helping you learn the key steps to a new side hustle in 2025, one step or concept per week. It includes activities, examples, and more—and of course it's all free. Today's topic: celebrating your milestones. 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. 3066 - Q&A: “Is YouTube really ‘top of funnel’ for educational creators?” 24.05.2025 5:14
Is YouTube the best way to turn viewers into paying customers, or just a platform where people expect free content? In this episode, we break down whether YouTube really works as a sales funnel for creators. 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...
Ep. 3065 - Q&A: “How do I take a break from my hustle without losing momentum?” 23.05.2025 5:30
Can you take a break from your side hustle without losing momentum? In this episode, we explore how to pause your business the right way—and come back even stronger. 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. 3064 - TBT: Turning Plastic into High-End Interior Pieces 22.05.2025 4:57
This week's Throwback Thursday feature highlights a 3D printing enthusiast who pivoted from small gifts to high-end home décor, creating unique pieces for upscale interiors. 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 sever...
Ep. 3063 - STORY: Golfer Takes Swing At Content Website 21.05.2025 7:55
A sales agency manager transforms his frustration with online golf advice into a thriving niche website generating $5,000 in monthly income. 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: SideHustl...
Ep. 3062 - Q&A: “Are there any ‘good’ MLMs?” 20.05.2025 4:22
Are there any ‘good' MLMs, or are they all a bad idea? In this episode, we break down the truth about multi-level marketing and why it's rarely a smart side hustle. 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. 3061 -First $1,000: Coffee Gear Affiliate Site Brews Profits 19.05.2025 7:07
In this week's First $1,000 story, learn how one coffee enthusiast brewed up an SEO-driven affiliate strategy, hitting $1,000 by offering thoughtful gear recommendations. 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. 3060 - Weekend Workshop: Burn Down the Furniture Store 18.05.2025 6:40
This new segment is all about helping you learn the key steps to a new side hustle in 2025, one step or concept per week. It includes activities, examples, and more—and of course it's all free. Today's topic: why you should ‘burn down the furniture store,' AKA the power of special offers. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who...
Ep. 3059 - Q&A: “How can I wireframe a website?” 17.05.2025 4:42
How do you wireframe a website without getting lost in the details? In this episode, we break down the best tools and strategies to map out your website idea before you build. 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. 3058 - Q&A: “Is it a good time to launch a meme coin?” 16.05.2025 5:06
Are crypto meme coins a viable side hustle, or are they just a fast track to failure? We break down the risks, rewards, and what it takes to launch a meme coin that actually lasts. 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 sever...
Ep. 3057 -TBT: Crossing Borders, Boosting Orders 15.05.2025 6:55
In this week's “Throwback Thursday” segment, learn how a Canadian ecommerce expert turned his experience running an FBA shop into a consulting business, helping fellow Canadian sellers break into the lucrative U.S. market. 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 i...
Ep. 3056 - STORY: Architect Creates Mini-Blind Repair Too 14.05.2025 8:25
It takes a long time to get to market, and success doesn't come cheap—but this mini-blind “prescription” now earns an extra $15,000 a year for its inventor. 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 day...
Ep. 3055 - Q&A: “Can you really publish a book in a week?” 13.05.2025 5:02
Can you really write and publish a book in just one week? In this episode, we explore whether speed-publishing is realistic—or just a recipe for creating low-quality content. 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. 3054 - First $1,000: Community Host Boosts Engagement and Retention 12.05.2025 5:43
In this week's First $1,000 story, learn how a personal touch and organized virtual events enabled one community manager to surpass the $1,000 mark while fostering a supportive space for solopreneurs. 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 li...
Ep. 3053 - Weekend Workshop: Test, Test, and Test Again 11.05.2025 6:44
This new segment is all about helping you learn the key steps to a new side hustle in 2025, one step or concept per week. It includes activities, examples, and more—and of course it's all free. Today's topic: testing! 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...
Ep. 3052 - Q&A: “How can I push past hesitation and market my creative work?” 10.05.2025 5:14
In today's episode, we help a listener overcome self-doubt and fear of judgment while launching a creative business. Learn how to build confidence and connect with the right 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 se...
Ep. 3051 - Q&A: “How do I balance what I love with what the market wants?” 09.05.2025 4:15
Is it better to focus on what sells or what you love making? In this episode, we explore how to balance passion and profit in a product-based 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...
Ep. 3050 - TBT: Lawn Sign Biz Expands to Wedding Décor Rentals 08.05.2025 5:22
This week's Throwback Thursday feature tells the story of a third-grade teacher who grew her creative lawn sign business into a go-to source for wedding décor. 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. 3049 - STORY: Internet Trolls Eat Their Words In This Comedic Cake Hustle 07.05.2025 7:03
After seeing a mean comment on Dolly Parton's Facebook page, a woman realizes the absurdity of internet trolling and bakes up a hilarious and ironic side hustle. 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. 3048 - Q&A: “Best practices for Meta ads?” 06.05.2025 4:42
Are Meta ads worth the investment? In this episode, we explore the best practices for running profitable campaigns on Facebook and Instagram in 2025. 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. 3047 - First $1,000: Pop-Up Cosplay Salon Takes Con-Goers by Surprise 05.05.2025 6:29
In this week's First $1,000 story, discover how a Seattle hairstylist unofficially sets up shop near comic conventions—charging cosplayers for last-minute wig rescues and hair touch-ups. 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. 3046 - Weekend Workshop: Ask 10 People for Help 04.05.2025 6:41
This new segment is all about helping you learn the key steps to a new side hustle in 2025, one step or concept per week. It includes activities, examples, and more—and of course it's all free. Today's topic: building your support network. 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,...
Ep. 3045 - Q&A: “Should I switch my business to a subscription model?” 03.05.2025 4:55
Is switching to a subscription model the right move for your business? In this episode, we explore the pros, cons, and strategies for making the transition without alienating your customers. 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...
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