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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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In today’s episode, we help a jewelry maker decide whether to keep selling in a local shop that takes a 40% commission. We’ll explore the pros and cons, negotiation tips, and how to maintain strong relationships while growing your business. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra…
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#block-35cd9659 h2 { width: 401px; } What It’s About It’s not good to run a business that loses money. How can you prevent that? Notes from Chris Episode 2939 Welcome back to Side Hustle School! Today’s question comes from Jamie in Phoenix, who runs a social media management business. She’s heard about the importance of knowing her break-even point…
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In today’s episode, we help a social media manager calculate her break-even point. Learn how to apply this essential business concept to a service-based business and use it to grow more strategically. 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-b1ccc6af h2 { width: 401px; } What It’s About Boo! These influencers aren’t real … but you might be seeing their posts. Notes from Chris Episode 2938 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 sid…
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In this week’s Throwback Thursday segment, we explore the rise of ghost influencers—anonymous personas creating real engagement for brands. Hear how one edgy social media manager turned this idea into a thriving business. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quit…
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#block-ceb4ef52 h2 { width: 401px; } What It’s About An all-time classic: how Teresa Greenway changed her life through an old-school online course. Notes from Chris Episode 2937 Here’s a true rags-to-riches story that has nothing to do with making an app. How does a woman go from living in poverty, leaving an abusive relationship, cleaning motels ……
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In the face of adversity, a woman creates a series of online courses teaching the art of baking sourdough bread. Stop loafing around! If she can do it, you can too. 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-544b5d2d h2 { width: 401px; } What It’s About Is there any reason to not take funding for your business idea? Notes from Chris Episode 2936 Welcome to Side Hustle School, where we answer your questions and help you build a better business. Today’s question comes from Lauren in Nashville, who runs a small catering business. She’s thinking abo…
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In today’s episode, we help a catering business owner weigh the risks of taking outside funding to grow her business. Learn about the potential downsides, from financial pressure to loss of control, and how to make the best decision. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money …
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#block-65ee32ac h2 { width: 401px; } What It’s About These vintage goods earn a good profit for this active side hustler. Notes from Chris Episode 2935 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 thei…
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In this week’s First $1,000 segment, we meet a repair enthusiast who’s giving gently used items a second life. He shares how he created a repair and resale business with unique product stories, quickly reaching his first $1,000. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money witho…
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#block-63de121f h2 { width: 401px; } What It’s About Introducing a new segment, coming to you every Sunday in 2025. Notes from Chris Episode 2934 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 any …
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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: the power of observation. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money…
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#block-74a0dd3d h2 { width: 401px; } What It’s About Is this mobile app idea a good fit? Notes from Chris Episode 2933 Welcome back to Side Hustle School. Today’s question comes from Alice in Minneapolis, who’s working on an idea for a mobile app to help parents coordinate carpooling schedules. She loves the concept and has received positive feedba…
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In today’s episode, we help a listener validate their idea for a carpooling app for parents. Learn how to test demand, estimate costs, and spot red flags before investing too much time or money. 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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#block-b4445f76 h2 { width: 401px; } What It’s About If it works in one location, can it work in another? Notes from Chris Episode 2932 Let’s dive into a question from Jasmine, who’s running a thriving boutique fitness studio. After five years of hard work, her studio is finally profitable, and she’s thinking about opening a second location in a ne…
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In today’s episode, we help a fitness studio owner decide if it’s the right time to open a second location. Learn how to evaluate your readiness, minimize risks, and expand without turning success into stress. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their j…
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#block-c077f4ad h2 { width: 401px; } What It’s About A product and a service, or a service and a product. Notes from Chris Episode 2931 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. Today, in our latest feature, we revisit a side hus…
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In this week’s Throwback Thursday segment, we revisit a side hustler who began renting camping gear to tourists in New Zealand. Now, they organize guided wilderness expeditions for beginner adventurers, helping clients from around the world experience the great outdoors. Side Hustle School features a new episode EVERY DAY, featuring detailed case s…
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#block-f6ff38a8 h2 { width: 401px; } What It’s About For David Derus, his full-time job as a Presbyterian Pastor has always been a labour of love—but love doesn’t always pay the bills. Notes from Chris Episode 2930 Like many passionate professionals, David found himself cobbling together side hustles around his church duties, from dog walking to ha…
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This pastor had been side-hustling his entire adult life and was about to burn out. Luckily a familiar podcast showed him how to save time, sell products, and turn his role playing passion into profit. 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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In today’s episode, we help an online shop owner figure out what to focus on in her website analytics. Learn how to use conversion rates, bounce rates, and other key metrics to grow your e-commerce business. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job…
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In this week’s First $1,000 segment, we hear from a Minneapolis teacher who turned her knowledge of children’s stories into a series of short, actionable online courses. Robin shares how she marketed her micro-courses and earned her first $1,000. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn…
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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: learning to spot profitable ideas. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn ex…
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In today’s episode, we help a photographer decide whether to offer a money-back guarantee for his services. Learn how to build trust with clients while protecting your business from potential downsides. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. Thi…
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In today’s episode, we help a leadership coach stand out in an oversaturated market. Learn how to identify your unique value, niche down, and attract your ideal clients with strategies that work. 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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In this week’s Throwback Thursday segment, we revisit two late-night bakers who created Oakland’s first cookie ATM. They share how this bold experiment evolved into a thriving pop-up and DIY cookie kit business. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their…
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We’re back with an all-new season! Here’s how year nine (!) of Side Hustle School will work. Introducing new features, music, and another 365 days of episodes. 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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In today’s New Year’s Eve episode, we help a listener explore how to turn their passion for the ‘adopt, don’t shop’ movement into a profitable 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 …
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In this week’s First $1,000 segment, we meet a web developer who turned his interest in ergonomic office furniture into a profitable side hustle. We explore how he built multiple niche websites that generated tens of thousands in commissions through Google AdSense. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies…
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