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
2 de nov. de 2026
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Episodios
Ep. 3021 - STORY: Immigrant Couple Translates Heritage Into Children’s Flash Cards 09.04.2025 7:23
Two immigrants from Laos meet the needs of an underserved community, creating a series of dual-language flash cards and other resources. 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. 3020 - Q&A: “How do I manage last-minute requests without burning out?” 08.04.2025 5:20
In this episode, we explore how service-based freelancers can manage last-minute client requests without sacrificing quality or burning out. Learn how to build buffer time into your schedule and set clear project boundaries. 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 fr...
Ep. 3019 - First $1,000: Miami Divorce Planner Offers “Freedom Celebrations” 07.04.2025 6:31
In this week's First $1,000 segment, discover how a former wedding planner in Miami pivoted to organizing “freedom celebrations” for newly divorced clients, landing her first thousand dollars from two high-end events. 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 includ...
Ep. 3018 - Weekend Workshop: Design Your First Workflow 06.04.2025 6:25
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: creating clear, repeatable systems for running your business efficiently. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra m...
Ep. 3017 - Q&A: “How do I balance transparency with professionalism?” 05.04.2025 4:28
In this episode, we tackle the tricky balance of being transparent with your audience while maintaining professionalism. How can you build trust without oversharing or compromising your credibility? 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 list...
Ep. 3016 - Q&A: “Is there still room to start a podcast in 2025?” 04.04.2025 4:17
Is it too late to start a podcast in 2025? In this episode, we tackle how to stand out in a crowded field and grow an audience for a niche topic. 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...
Ep. 3015 - TBT: Bringing Tokyo’s Best Stationery to Global Audiences 03.04.2025 5:56
In this week's Throwback Thursday segment, learn how a stationery-lover in Tokyo began shipping curated paper goods and writing supplies abroad—all while championing small artisan shops. 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. 3014 - STORY: Accountant Earns $233,751 Reselling Items He Buys at Walmart 02.04.2025 8:22
A young accountant learns the art of reselling, purchasing textbooks, dental floss, and Cheerios from retail stores in bulk—then earns hundreds of thousands of dollars in profit by selling it online. 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...
Ep. 3013 - Q&A: “How do I find my first clients without paid advertising?” 01.04.2025 5:19
In this episode, we help a new business owner attract their first paying clients without spending a dime on ads. Learn grassroots strategies for networking, social media, and building momentum from scratch. 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. 3012 - First $1,000: Stay-at-Home Dad’s Virtual Garage Sale Venture 31.03.2025 4:26
In this week's First $1,000 segment, find out how a stay-at-home dad turned his neighbors' forgotten items into steady online income, taking a cut of each 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 several days each week. S...
Ep. 3011 - Weekend Workshop: Make It Easy to Get Paid 30.03.2025 8:36
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: make it easy to get paid. 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...
Ep. 3010 - Q&A: “How to set better boundaries with clients?” 29.03.2025 5:39
In this episode, we explore how to manage client expectations when emotions get in the way. Learn how to set clear boundaries, navigate tough conversations, and keep your business running smoothly—even when clients slow down the process. 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. 3009 - Q&A: “How can I work fewer hours without losing income?” 28.03.2025 5:26
In this episode, we help a web developer reduce his work hours while keeping his income steady. Learn how to raise rates, outsource tasks, and restructure service packages to build a smarter, more sustainable 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...
Ep. 3008 - TBT: Pet Furniture Maker Adds Digital Blueprints for DIYers 27.03.2025 5:54
In this week's Throwback Thursday segment, see how shifting from physical products to digital plans and online classes helped a woodworker reach more customers and streamline his 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...
Ep. 3007 - STORY: Florida Woman Gets Paid to Remove Poisonous Frogs 26.03.2025 7:08
In this ribetting feature, a high school science teacher earns an extra $3,000/month removing an invasive species of toads throughout Florida. 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. 3006 - Q&A: “How do I set the right hourly rate for my side hustle?” 25.03.2025 4:16
In today's episode, we help a social media manager set a fair hourly rate. Learn how to balance your skills and market demands to price your services confidently. 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. 3005 - First $1,000: This “Crypto Tax Whisperer” Takes On the IRS 24.03.2025 5:52
In this week's First $1,000 segment, discover how an unassuming accountant turned a chaotic batch of crypto trades into a full-scale practice, complete with custom software and national training programs. 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 an...
Ep. 3004 - Weekend Workshop: Create a Side Hustle Shopping List 23.03.2025 6:58
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: create a side hustle shopping list. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This...
Ep. 3003 - Q&A: “How can I get clients to provide more accurate information?” 22.03.2025 4:40
In this episode, we explore how service-based businesses can guide clients through providing accurate information. Learn how to reduce costly mistakes and protect 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 guided lessons and listener Q&A several...
Ep. 3002 - Q&A: “How can I stand out in a world of AI-generated content?” 21.03.2025 5:23
In today's episode, we tackle a growing concern for creators: how to stand out in a world increasingly dominated by AI-generated content. If you're worried about keeping your work authentic and engaging, you're not alone. 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...
Ep. 3001 - TBT: Food Blog Grows to Thriving Culinary Ecosystem 20.03.2025 6:10
In this week's Throwback Thursday segment, learn how a recipe blogger moved beyond one-off cookbook sales to form a culinary community, offering seasonal meal plans, live demos, and valuable kitchen tool discounts. 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...
Ep. 3000 - STORY: “Pocket Monkey” Tool Sells 500,000 Units 19.03.2025 7:27
After getting locked out of his apartment, a software engineer creates a pocket tool that goes on to sell 500,000 units and employ 17 people. 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: SideHust...
Ep. 2999 - Q&A: “How to prioritize tasks and to-do items without getting overwhelmed?” 18.03.2025 5:21
In today's episode, we explore neurodivergent-friendly strategies to tackle an overwhelming to-do list. Learn how to work with your energy, build momentum, and stay productive without burnout. 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. 2998 - First $1,000: From Malibu Bartender to At-Home Bar Designer 17.03.2025 5:47
In this week's First $1,000 segment, discover how a Malibu bartender began designing home bars, added a line of custom bar tools, and launched virtual cocktail classes to reach $150,000 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. This year, the show includes free guided lessons and listener...
Ep. 2997 - Weekend Workshop: Finding the Right Price 16.03.2025 6:49
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: finding the right price. 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 s...
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