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. Sales and Distribution by Lemonada Media http ...
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Ep. 3059 - Q&A: “How can I wireframe a website?”
4:48
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4:48How 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 f…
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Ep. 3058 - Q&A: “Is it a good time to launch a meme coin?”
5:12
5:12
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5:12Are 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 inclu…
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Ep. 3057 -TBT: Crossing Borders, Boosting Orders
7:01
7:01
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7:01In 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 qui…
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Ep. 3056 - STORY: Architect Creates Mini-Blind Repair Too
8:32
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8:32It 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 a…
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Ep. 3055 - Q&A: “Can you really publish a book in a week?”
5:08
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5:08Can 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 fr…
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Ep. 3054 - First $1,000: Community Host Boosts Engagement and Retention
5:49
5:49
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5:49In 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 …
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Ep. 3053 - Weekend Workshop: Test, Test, and Test Again
6:51
6:51
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6:51This 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…
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Ep. 3052 - Q&A: “How can I push past hesitation and market my creative work?”
5:21
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5:21In 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 in…
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Ep. 3051 - Q&A: “How do I balance what I love with what the market wants?”
4:21
4:21
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4:21Is 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 l…
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Ep. 3050 - TBT: Lawn Sign Biz Expands to Wedding Décor Rentals
5:28
5:28
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5:28This 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 lesso…
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Ep. 3049 - STORY: Internet Trolls Eat Their Words In This Comedic Cake Hustle
7:09
7:09
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7:09After 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 les…
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Ep. 3048 - Q&A: “Best practices for Meta ads?”
4:49
4:49
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4:49Are 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 lis…
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Ep. 3047 - First $1,000: Pop-Up Cosplay Salon Takes Con-Goers by Surprise
6:36
6:36
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6:36In 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…
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Ep. 3046 - Weekend Workshop: Ask 10 People for Help
6:48
6:48
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6:48This 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 …
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Ep. 3045 - Q&A: “Should I switch my business to a subscription model?”
5:02
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5:02Is 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 …
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Ep. 3044 - Q&A: “Why do authors offer pre-order bonuses?”
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5:30Why do so many authors offer pre-order bonuses? In this episode, we explore whether these perks drive sales or just create extra work—and how to decide if they’re right for your book launch. 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 …
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Ep. 3043 - TBT: From Cracked Screens to Tech Buyback Business
5:34
5:34
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5:34In this week’s “Throwback Thursday” segment, we hear from a college student who scaled from fixing cracked screens to creating a buyback platform that turns over $20,000 in inventory each month. 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, …
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Ep. 3042 - STORY: Fashion Buyer Creates Quirky Comfort Craze
6:07
6:07
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6:07Kyle Bergman has always had a unique and edgy taste in fashion. Then, thanks to one viral Buzzfeed article, he was able to create a brand that appeals to other people like him. 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 …
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Ep. 3041 - Q&A: “Should I expand the services I offer?”
4:58
4:58
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4:58How do you decide which new opportunities to pursue without overloading yourself? In this episode, we help a listener navigate expanding their business while staying focused and strategic. 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 sh…
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Ep. 3040 - First $1,000: Flipping Phones and Tablets for Fun and Profit
5:36
5:36
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5:36In this week’s First $1,000 segment, see how a simple promise of secure data wiping and refurbishment helped a tech-savvy neighbor earn thousands of dollars by flipping outdated electronics. 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 …
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Ep. 3039 - Weekend Workshop: Sell Like a Girl Scout
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5:48
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5:48This 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: the art of natural selling! Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra mon…
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Ep. 3038 - Q&A: “When is it worth spending money on your side hustle?”
5:40
5:40
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5:40When is it time to start spending real money on your side hustle? In this episode, we explore how to balance scrappiness with strategic investments to fuel growth. 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 l…
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Ep. 3037 - Q&A: “How do I turn being an industry outsider into an advantage?”
4:24
4:24
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4:24How do you turn being an industry outsider into a strength? In this episode, we explore how to practice creativity while building trust and credibility with 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 guid…
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Ep. 3036 - TBT: Montana Videographer Redefines Remote Filming
6:26
6:26
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6:26In this week’s Throwback Thursday segment, discover how a pro videographer ditched travel hassles by mailing filming kits worldwide and directing online course shoots entirely from afar. 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…
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Ep. 3035 - STORY: Frozen Yogurt Dog Treats Are No Barking Matter
6:04
6:04
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6:04A Colorado couple creates a side hustle that gives dogs and their owners a way to enjoy their frozen treats from their own bowls. 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…
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