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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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Start out on the Right Foot! Real Estate Side Hustle Skool: https://www.skool.com/realsidehustle/about Real Estate Side Hustle Skool is a comprehensive training program designed to equip active duty military, veterans, and their spouses - and anyone else - with the knowledge and skills needed to succeed in the real estate industry. The program offers two distinct pathways: the Passive Agent Pathway, which focuses on generating income through real estate referrals, and the Active Agent Pathwa ...
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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 this week’s “First $1K” segment, we hear from an aspiring entrepreneur in Baltimore who starts a seasonal pop-up coffee cart. 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 day…
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#block-d5e04907 h2 { width: 401px; } What It’s About Can we get these fundraising numbers up? Notes from Chris Episode 2808 Welcome back to Side Hustle School! Today’s question comes from Jenna in Chicago. She’s involved with a non-profit organization and is looking for effective strategies to improve their membership drive. If you’re part of a non…
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Summary Matt "Nugget" Daniels shares his real estate side hustle school, where he teaches others how to make a side income in real estate. He explains his journey from failed entrepreneurial ventures to making six figures in two years. He emphasizes the importance of being honest with oneself and finding a side hustle that aligns with one's skills …
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In this episode, we explore effective strategies to improve a non-profit membership drive. Learn how to attract more members and ensure growth with actionable tips and insights. 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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#block-1447e384 h2 { width: 401px; } What It’s About An online magazine wants me to write for them! But they don’t want to pay…. Notes from Chris Episode 2807 Welcome back to Side Hustle School! Today’s question comes from Amanda in central Florida. She’s been offered an unpaid column in Forbes and is weighing the pros and cons of accepting the off…
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In this episode, we critically examine the pros and cons of writing for a prestigious platform like Forbes without getting paid. Discover whether the potential benefits truly outweigh the significant downsides. 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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#block-0c5bf50a h2 { width: 401px; } What It’s About This app needed a little more time in the oven. Notes from Chris Episode 2806 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 mistakes…
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In this week’s “Failure Friday” segment, we hear from a hacker who develops an app to solve a common coding problem, but launches before conducting proper market research. Oops! Back to the drawing board. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. T…
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#block-717d0e6b h2 { width: 401px; } What It’s About Gamer adds a distribution channel—and adds more monthly income. Notes from Chris Episode 2805 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 project manag…
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In this week’s “Throwback Thursday” segment, we hear from a gaming Twitch streamer who discovered he could make more money by uploading popular streams to YouTube. Learn how he optimized his content for both platforms. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quittin…
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#block-cb13f7e8 h2 { width: 401px; } What It’s About Was this viral video a one-hit wonder, or can the maker capitalize on it? Notes from Chris Episode 2804 Hey everyone, welcome back to Side Hustle School! Today’s question comes from David in South Carolina. His sister recently went viral with a video that millions of people have seen. While there…
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In this episode, we discuss how to turn viral fame into a potential income stream. Can one big video create an all-new career? 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 …
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#block-d51291a5 h2 { width: 401px; } What It’s About How do you get a new app out to potential users? Notes from Chris Episode 2803 Welcome back to Side Hustle School! Today’s question comes from Ahmed in Detroit. He recently developed a game and is trying to figure out the best ways to distribute it. If you’ve created a game or app and are wonderi…
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In this episode, we explore how to distribute a new game or app effectively. Once you’ve made it—how can you get it in the hands of as many players as possible? 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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#block-b386f27f h2 { width: 401px; } What It’s About Fantasy maps are fun and profitable! Notes from Chris Episode 2802 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’s cool, bu…
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In this week’s “First $1K” segment, we hear from an artist who turned their passion for creating fantasy maps into a profitable business. Discover how they earned their first $1,000 by selling custom maps to tabletop gamers and fantasy authors. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn e…
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#block-c5096df1 h2 { width: 401px; } What It’s About This competitor to Poshmark is reaching a lot of buyers. Notes from Chris Episode 2801 Welcome back to Side Hustle School! Today’s question comes from Rachael in Toronto. He’s noticed the rising popularity of Depop, especially among younger audiences, and wants to get started selling on the platf…
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In this episode, we explore tips for successfully selling on Depop and why it’s become so popular with a younger audience. Learn how to make your listings stand out and attract buyers in this trendy marketplace. 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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#block-dc8d575d h2 { width: 401px; } What It’s About Temu is a wild place—how do sellers make money from it? Notes from Chris Episode 2800 Welcome back to Side Hustle School! Today’s question comes from Olivia in Seattle. She’s been exploring different platforms for selling products and came across Temu. It’s a competitive marketplace, and she’s cu…
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In our 2,800th episode (!), we explore how to succeed on the competitive marketplace of Temu. Learn about selecting the right products, creating standout listings, and leveraging marketing techniques to boost your sales. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitt…
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#block-ce183c16 h2 { width: 401px; } What It’s About A tale of rebirth. Notes from Chris Episode 2799 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 mistakes, missteps, disasters, and of…
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In this week’s “Failure Friday” segment, we hear from an aspiring small business owner who got discouraged when an early side hustle idea didn’t work out and stopped trying for two years—but when he finally tries again, a new idea takes off right away! Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people wh…
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In this week’s “Throwback Thursday” segment, we hear from a project manager who specializes in coordinating operations for local food truck vendors. 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 how to create engaging and profitable webinars. Even after many years and “shiny new things,” this model still works! 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 listene…
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In this episode, we explore how to use Pinterest to drive traffic to your e-commerce store and boost sales. Learn to create engaging pins, optimize your profile, and leverage Pinterest’s features to attract more visitors. 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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In this week’s First $1,000 segment, we hear from a digital marketer in Vancouver, BC, who turned her love for Asian flavors into a popular side hustle. Discover how they earned their first $1,000 by specializing in gourmet popcorn. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money w…
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In this episode, we explore the differences between dropshipping and Fulfilled by Amazon (FBA). Which e-commerce model is best for beginners? 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&…
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In this episode, we explore effective strategies to monetize a podcast and grow a loyal listener base. Learn how to attract sponsors, engage your audience, and boost your podcast’s visibility. 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, th…
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In this week’s “Failure Friday” segment, we hear from a small business owner who hired someone to update their website, only to be locked out during a crucial sales period when the developer disappeared. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. Th…
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In this week’s “Throwback Thursday” segment, we hear from an advertising consultant focused on biotech startups in Southern California who found success with a flat fee structure. He now earns over $150,000/year. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting thei…
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In this episode, we explore how to manage multiple side hustles without burning out. Learn practical strategies to prioritize tasks, stay organized, and maintain your sanity while juggling several projects. 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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