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Side Hustle School

Chris Guillebeau / Onward Project

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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. Sales and Distribution by Lemonada Media http ...
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Indie Film Hustle is dedicated to showing you how to hack filmmaking & the film business. Interviews with Acadamy Award® / Oscar nominees and industry professionals giving you the real deal from the inside with no BS, just the truth on what it takes to survive and thrive doing what you love. We discuss cinematography, RED Camera, Arri Alexa, Blackmagic camera, post production, color grading, filmmaking, visual effects, motion graphics, film festivals, editing, film crews, directing, producin ...
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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 …
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#block-7dc94872 h2 { width: 401px; } What It’s About Today’s episode comes from Day 21, which is all about … sales and special offers! Notes from Chris Episode 3060 It’s Weekend Workshop, and it’s new! Listen to today’s episode to learn more… SEE ALSO: Catholic Designer Creates Stylish Apparel Line: What shall it profit a man to gain the whole worl…
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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 g…
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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, featuri…
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#block-0d61084f h2 { width: 401px; } What It’s About So weird—I thought websites were wireless?? Notes from Chris Episode 3059 Building a website from scratch can feel overwhelming—especially when you’re trying to get the structure right before you even start designing. One of the best ways to make the process easier is by creating a wireframe, a v…
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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 f…
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#block-44117696 h2 { width: 401px; } What It’s About Is it time to bring back those adorable Shiba Inus?! Notes from Chris Episode 3058 Meme coins have an almost mythical reputation in crypto—one viral moment, and they can skyrocket in value. But for every Dogecoin or Shiba Inu success story, there are thousands of projects that crash and burn with…
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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 inclu…
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#block-ce72e687 h2 { width: 401px; } What It’s About This smart Canadian takes his expertise across the border. Tariffs be dammed! Notes from Chris Episode 3057 Welcome to Throwback Thursday / “Where are they now?” where we take an in-depth look at someone who’s story has evolved considerably since we first featured them. Last week, we heard from a…
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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 qui…
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#block-b5857293 h2 { width: 401px; } What It’s About These mini-blinds won’t fix themselves—or will they? Notes from Chris Episode 3056 In today’s story… …an architect sells a mini-blind repair kit, which brings in an extra $15,000 a year. Listen to today’s episode to learn more… SEE ALSO: Catholic Designer Creates Stylish Apparel Line: What shall …
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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 a…
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#block-d6f3e524 h2 { width: 401px; } What It’s About If this is possible, clearly I need to learn something… Notes from Chris Episode 3055 Writing a book is no small task, but the internet is full of claims that you can publish a book in just one week. Is this legit, or are we being sold a fantasy? Today’s question comes from Jasmine in New York, w…
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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 fr…
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#block-83f1049c h2 { width: 401px; } What It’s About This woman gets paid to bring people together. Notes from Chris Episode 3054 Today’s episode is part of a feature we call ‘Your First $1,000.’ As you might surmise from the title, this is all about how someone made their first $1,000. How did they get to that point? Not their first $100,000—that’…
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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 …
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#block-bf9fe6f2 h2 { width: 401px; } What It’s About Today’s episode comes from Day 20, which is all about … testing! Notes from Chris Episode 3053 It’s Weekend Workshop, and it’s new! Listen to today’s episode to learn more… SEE ALSO: Catholic Designer Creates Stylish Apparel Line: What shall it profit a man to gain the whole world but not sell an…
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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…
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#block-7971d552 h2 { width: 401px; } What It’s About Imposter syndrome is real—or at least, the perception of it is real. Notes from Chris Episode 3052 Turning a creative passion into a business can feel deeply personal—and sometimes paralyzing. Today’s question comes from Candace in Boston, who transforms leftover fabric scraps into beautiful hair…
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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 in…
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#block-58625ba3 h2 { width: 401px; } What It’s About A classic creator’s dilemma. Notes from Chris Episode 3051 Building a business often means juggling what you love to create with what the market demands—and that balance can feel tricky, even frustrating. Today’s question comes from Martin in Chicago, who designs custom wooden desk organizers. Wh…
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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 l…
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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 lesso…
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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 les…
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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 lis…
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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…
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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 …
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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 …
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Why 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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In 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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