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

Business

Web del podcast

sidehustleschool.com

Último episodio

2 de nov. de 2026

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Episodios

#2821 - Q&A: “Can I make money from writing fan fiction?” 21.09.2024

In this episode, we help a listener seeking to monetize their fan fiction while navigating copyright issues. Expecto Patronum! 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 Em...

#2820 - Failure Friday: The Downside of DIY Platforms 20.09.2024

In this week’s “Failure Friday” segment, we hear from a tech-savvy course creator who tried to save money by building their own platform—and why using a turnkey service might have been the better choice. 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...

#2819 - TBT: Building a Range of Productivity Tools 19.09.2024

In this week’s “Throwback Thursday” segment, we hear from a seller of productivity guides who has evolved his business over the years. Discover how he transitioned from a single popular guide and now sells a range of products, earning over $100,000 a year. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job....

#2818 - Q&A: “My subscribers are paying for nothing…” 18.09.2024

In this episode, we explore how to handle the ethical dilemma of charging subscribers without fully delivering a service. What do you do if you stop providing something—but buyers keep paying?? 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...

#2817 - Q&A: “How can I identify and develop side hustle skills?” 17.09.2024

This listener needs help discovering his skills! In this episode, we discuss how ANYONE can identify and develop skills for a successful 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. Show notes:...

#2816 - First $1,000: Nashville Branding Agency Gets Personal 16.09.2024

In this week’s “First $1K” segment, we hear from a tag-team duo in Nashville who starts a personal branding agency. Discover how they earned their first $1,000 by helping entrepreneurs and influencers build their personal brands through digital marketing. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job....

#2815 - Q&A: “Should I get an expensive booth at a trade show?” 15.09.2024

In this episode, we explore the factors to consider when deciding whether to invest in a trade show booth. These booths don’t come cheap … are they worth it? 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...

#2814 - Q&A: “How can I turn organizational skills into a business?” 14.09.2024

In this episode, we explore how to turn organizational skills into a profitable consulting service. Learn how to define your niche, build a portfolio, and market your services to attract clients and grow your 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 gui...

#2813 - Failure Friday: IP Complaint Ends Anime T-Shirt Venture 13.09.2024

In this week’s “Failure Friday” segment, we hear from an enterprising seller who faced a setback when their anime-themed T-shirts were de-listed after an IP owner filed a complaint. 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 seve...

#2812 - TBT: Aquarium Maintenance Business Makes Splash 12.09.2024

In this week’s “Throwback Thursday” segment, we hear from an Ohio man who turned his experience with aquariums into a maintenance service for homes and offices.  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....

#2811 - Q&A: “Creative ways to monetize a property rental…” 11.09.2024

In this episode, we explore creative ways to monetize a property rental beyond Airbnb. We’ll consider event rentals, setting up a co-working space, or even urban farming to maximize a property’s 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 includes free guided lessons a...

#2810 - Q&A: “How can I monetize my drone piloting skills?” 10.09.2024

In this episode, we explore how to get paid for drone piloting. That’s right—drone skills are valuable! 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@sidehustlesch...

#2809 - First $1,000: Coffee Cart Business Brews Up Baltimore 09.09.2024

In this week’s “First $1K” segment, we hear from an aspiring entrepreneur in Baltimore who starts a seasonal pop-up coffee cart.  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...

#2808 - Q&A: “How can we improve a non-profit membership drive?” 08.09.2024

In this episode, we explore effective strategies to improve a non-profit membership drive. Learn how to attract more members and ensure growth with actionable tips and insights. 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...

#2807 - Q&A: “Should I write for Forbes for free?” 07.09.2024

In this episode, we critically examine the pros and cons of writing for a prestigious platform like Forbes without getting paid. Discover whether the potential benefits truly outweigh the significant downsides. 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 less...

#2806 - Failure Friday: Coder’s App Flops on Product Hunt 06.09.2024

In this week’s “Failure Friday” segment, we hear from a hacker who develops an app to solve a common coding problem, but launches before conducting proper market research. Oops! Back to the drawing board.  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 a...

#2805 - TBT: A Gamer’s Journey from Twitch to YouTube 05.09.2024

In this week’s “Throwback Thursday” segment, we hear from a gaming Twitch streamer who discovered he could make more money by uploading popular streams to YouTube. Learn how he optimized his content for both platforms. 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...

#2804 - Q&A: “Turning a viral video into income…” 04.09.2024

In this episode, we discuss how to turn viral fame into a potential income stream. Can one big video create an all-new career? 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 Em...

#2803 - Q&A: “Once you make a game or app, how can you distribute it?” 03.09.2024

In this episode, we explore how to distribute a new game or app effectively. Once you’ve made it—how can you get it in the hands of as many players as possible? 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. S...

#2802 - First $1,000: Turning Passion into Profit with Fantasy Maps 02.09.2024

In this week’s “First $1K” segment, we hear from an artist who turned their passion for creating fantasy maps into a profitable business. Discover how they earned their first $1,000 by selling custom maps to tabletop gamers and fantasy authors. 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,...

#2801 - Q&A: “How can I sell clothes on Depop?” 01.09.2024

In this episode, we explore tips for successfully selling on Depop and why it’s become so popular with a younger audience. Learn how to make your listings stand out and attract buyers in this trendy marketplace. 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 les...

#2800 - Q&A: “How does anyone profit on Temu? 31.08.2024

In our 2,800th episode (!), we explore how to succeed on the competitive marketplace of Temu. Learn about selecting the right products, creating standout listings, and leveraging marketing techniques to boost your sales. 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...

#2799 - Failure Friday: Bouncing Back After Two Years of Discouragement 30.08.2024

In this week’s “Failure Friday” segment, we hear from an aspiring small business owner who got discouraged when an early side hustle idea didn’t work out and stopped trying for two years—but when he finally tries again, a new idea takes off right away! Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. Thi...

#2798 - TBT: Project Manager Boosts Local Food Truck Owners 29.08.2024

In this week’s “Throwback Thursday” segment, we hear from a project manager who specializes in coordinating operations for local food truck vendors. 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...

#2797 - Q&A: “How to create engaging and profitable webinars?” 28.08.2024

In this episode, we explore how to create engaging and profitable webinars. Even after many years and “shiny new things,” this model still works! 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...

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