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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.
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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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#block-837414e3 h2 { width: 401px; } What It’s About Helping professionals earn Continuing Ed. credits can be a big business. Notes from Chris Episode 2699 Hello, side hustlers! Today, we have a question from Emma in Tampa, Florida, who’s looking to start a continuing education side hustle. As a retired teacher with a background in curriculum devel…
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In this episode, we help a retired teacher from Tampa, Florida, navigate the world of continuing education and identify the most promising opportunities for her 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 fre…
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#block-02722ac9 h2 { width: 401px; } What It’s About He’s great at in-person tours, but only in one location. How can he grow this side hustle remotely? Notes from Chris Episode 2698 In this captivating episode of the Side Hustle School, we embark on a digital adventure with Luke, an expert guide known for his enchanting tours of Edinburgh’s hidden…
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In today's episode, an Edinburgh tour guide wants to transform intimate, in-person experiences into captivating digital journeys—or anything else that provides passive income. 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-bcfc268e h2 { width: 401px; } What It’s About Instagram is all about business these days—and this creator is profiting. Notes from Chris Episode 2697 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…
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In this week’s First $1,000 segment, we hear from an Instagram aficionado who turned their skills into a profitable business helping local businesses thrive. 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…
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#block-c9d5c2d5 h2 { width: 401px; } What It’s About Developing games for Apple can be a fun and profitable challenge. Notes from Chris Episode 2696 Hey there, side hustlers! Today, we’ve got an exciting question from Nadia in Manchester, UK, who’s looking to turn her iOS app development skills into a profitable side hustle. As a self-taught progra…
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In this episode, we help a self-taught programmer from Manchester, UK, turn her coding skills into a video game for the iOS App Store. Tune in to learn how to validate a game idea, create engaging gameplay, and market your app to stand out. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra…
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#block-e4c84c2b h2 { width: 401px; } What It’s About Poshmark sales are going well. What’s the next step? Notes from Chris Episode 2695 Today, we’ve got a question from Zoey, a college student from Cincinnati, Ohio, who’s looking to level up her Poshmark reselling side hustle. Zoey has been thrifting and selling clothing on Poshmark for the past si…
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In this episode, we share game-changing strategies to grow a Poshmark side hustle. Learn how to source smarter, spot trending items, and expand your reach to skyrocket 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 includ…
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#block-87157789 h2 { width: 401px; } What It’s About This Fitbit knockoff lost track of its own steps. Notes from Chris Episode 2694 I believe we can learn as much from failure as we can from success, if not more. It’s with this principle in mind that I offer you a weekly segment called Failure Friday: a collection of short stories all about mistak…
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In this week’s Failure Friday segment, we hear from a longtime hustler who dives into the competitive world of wearable tech with a custom fitness tracker idea, only to face the tough reality of product development and market demands. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money…
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#block-da0c2c9f h2 { width: 401px; } What It’s About 🍪🍪🍪🍪🍪 Notes from Chris Episode 2693 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 part-time wedding officiant who has found success by focusing on person…
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In this week’s “Throwback Thursday / Where are they now?” segment, we catch up with a home baker who went from selling cookies at local farmers' markets to landing a nationwide distribution deal with a major grocery chain. 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-3d873735 h2 { width: 401px; } What It’s About A classic challenge: how can you be in more than one place at the same time? Notes from Chris Episode 2692 Hey there, side hustlers! Today, we’ve got a question from Bailey in Chicago, a graphic designer looking to turn her skills into a profitable side hustle. She’s been working full-time at an …
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In this episode, we help a Chicago-based graphic designer kick off her side hustle while working full-time. Tune in for actionable insights and at least one practical tip. :) 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-25a9175a h2 { width: 401px; } What It’s About Pinterest is a hugely underrated network for traffic and referrals. Notes from Chris Episode 2691 Hey there, side hustlers! Today, we’ve got a question from a listener in Charleston who’s looking to take their wedding photography business to the next level using Pinterest. As a visual platform, P…
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In this episode, we share tips and tactics to help a Charleston-based wedding photographer use Pinterest to attract more clients and book more gigs. 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…
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#block-2198a949 h2 { width: 401px; } What It’s About I love this story of a grandmother who works part-time as an ancestral detective! Notes from Chris Episode 2690 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 po…
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In this week’s First $1,000 segment, we hear from a genealogical detective who pieced together a successful business by unraveling the mysteries of family histories. 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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In this episode, we help a Colorado-based entrepreneur come up with guerrilla marketing tactics to launch a bike repair 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…
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In this episode, we help an Aussie side hustler launch an international snack box subscription on a tight budget. 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. Sh…
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In this week’s Failure Friday segment, we hear from a side hustler who built his business on personalized tech tutorials and code reviews, only to find his services rendered obsolete by the rise of AI, particularly Microsoft's CoPilot. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra mone…
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In this week’s “Throwback Thursday / Where are they now?” segment, we reconnect with a part-time wedding officiant who has found success by focusing on personalizing ceremonies and crafting memorable stories. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their jo…
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In this episode, we help a marketing consultant define her niche, create a compelling service offering, and attract clients to grow her 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 list…
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In this episode, we explore flexible, low-cost side hustle ideas perfect for a stay-at-home mom looking to earn extra income during nap times and after bedtime. 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…
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From clandestine operations to cyber education, this week's First $1,000 segment features an ex-spy who turned a unique skillset into a thriving business on staying safe in a world of surveillance. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This yea…
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In today's episode, we're investigating Tokyo's gaming scene, specifically how to boost a caller’s custom avatar designs with influencer marketing. How can he find the right people to help him grow? Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This ye…
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In this episode, we explore side hustle ideas tailored to serving the unique needs of seniors, and share tips on how to market these services effectively to the growing senior population. 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 sho…
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In this week’s Failure Friday segment, we hear from a freelancer who sought community and collaboration in a coworking space, only to find isolation and unmet expectations. Her story reveals the gap between the promise of coworking spaces and the reality of solitary office rental. Side Hustle School features a new episode EVERY DAY, featuring detai…
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