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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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#block-fa4c5e0a h2 { width: 401px; } What It’s About Do introverts need a different marketing playbook? Notes from Chris Episode 3279 Traditional marketing advice—“post five Reels a week, cold-DM strangers”—assumes you enjoy broadcasting yourself. Many solo founders don’t. The good news: plenty of businesses grow through quiet credibility rather th…
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Today’s caller dreads the spotlight but still needs clients. We’ll outline three low-noise, high-trust tactics that bring work to you without daily dancing on social media. 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…
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#block-8cc5d6d7 h2 { width: 401px; } What It’s About A Kajabi migration sprint turns platform panic into a four-figure weekend. Notes from Chris Episode 3278 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? No…
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In this week’s First $1,000 segment, four course creators feared ripping their content out of their current system. One weekend migration specialist moved every video and quiz to Kajabi—pocketing a paycheck while their students never missed a lecture. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who…
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#block-e677dc62 h2 { width: 401px; } What It’s About A New York sculptor turns catastrophe into a custom firebowl empire. Notes from Chris Episode 3277 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 sel…
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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: a New York sculptor creates their own market in selling custom firebowls. Side Hustle School features a new episode EVERY DAY, featuring deta…
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Today’s caller is stuck in study-hall mode. We’ll set a simple “learn 30%, build 70%” rule and a launch checkpoint, so that progress finally outruns podcast listening. 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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#block-5a8a0da9 h2 { width: 401px; } What It’s About What changes when pricing becomes a system instead of a moment? Notes from Chris Episode 3275 Many people inherit the belief that discussing money signals greed or disrespect. When you start a service business, that conditioning collides with reality: if you can’t quote a price confidently, the c…
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Today’s caller feels guilty just naming a price. We’ll reframe selling from “asking for money” to “offering a structured service,” and use a script to make the conversation automatic. 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-1385a2b9 h2 { width: 401px; } What It’s About A tinkerer turns boring Google Forms into custom tools—and gets paid to show others how. Notes from Chris Episode 3274 Welcome to Throwback Thursday, where we take an in-depth look at someone who’s story has evolved considerably since we first featured them. Last week, we heard how one maker resc…
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In this week’s “Throwback Thursday” segment, who says Google Forms has to stay boring and purple? One tinkerer unlocked timers and custom branding, then charged nightly Zoom rates that carried him past a thousand dollars before anyone at Google even noticed. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of peo…
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#block-75bcdf1b h2 { width: 401px; } What It’s About A London photographer turns unused camera gear into repeat rental income. Notes from Chris Episode 3273 In today’s story… ..a London receptionist who’s also a part-time photographer starts renting out his camera gear on the weekends and ends up renting it more than 1,100 times! Listen to today’s …
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A London receptionist rents out his photography equipment on a peer-to-peer sharing site… over and over and over. 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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#block-62c571ab h2 { width: 401px; } What It’s About How do you survive your first client job without getting burned by a bad review? Notes from Chris Episode 3272 Early projects shape confidence and word-of-mouth. A single one-star review can indeed sting, but most disasters are preventable with upfront clarity rather than flawless execution. Thin…
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The first paying client feels like a high-wire act without a net. We’ll put a small safety net underneath: clear scope, midpoint check-in, and a simple “fix it fast” promise that keeps reviews in good shape. 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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#block-006ed96d h2 { width: 401px; } What It’s About Unclaimed ski-lodge gear turns into a fast four-figure flip. Notes from Chris Episode 3271 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 …
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In this week’s First $1,000 segment, a self-described ski bum buys two trash bags of unclaimed lodge gear for fifty bucks each. Three chilly weeks later, clean goggles and bright jackets melted into more than a grand in profit. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money withou…
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#block-f1dc751c h2 { width: 401px; } What It’s About How survival instincts turned into a million-dollar business. Notes from Chris Episode 3270 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 t…
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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: a British woman goes from living in a shelter to running a million-dollar business. Side Hustle School features a new episode EVERY DAY, feat…
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#block-dfc83c52 h2 { width: 401px; } What It’s About When does branding become procrastination? Notes from Chris Episode 3269 Early branding is like picking paint colors before breaking ground on a house—harmless fun, but it can also distract from pouring the foundation. There’s nothing wrong with dabbling; Canva mock-ups cost almost nothing. The k…
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In this episode, a listener wants support at home without abandoning a dream. We’ll address the emotional core—safety, trust, respect—then add a simple structure so the business proves itself without turning the relationship into collateral damage. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who ea…
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A listener worries external links are throttling her posts. We’ll use Instagram-native tools, light automation, and a simple test to keep reach high while still sending people to purchase. 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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In this week’s Throwback Thursday segment, discover how one maker rescued stained recipe cards and transformed them into framed kitchen art. Her sentimental side hustle—complete with a done-for-you option—has already brightened 150 homes and counting. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who…
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A decade-long “marathon distance” project earns six-figures in affiliate commissions for this patient runner. 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. Show n…
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A local-only seller is debating shipping. We’ll cover when it’s worth it, the safest ways to get paid, and a simple two-week pilot that won’t put you at risk. 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 lesson…
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In this week’s First $1,000 segment, dull beige cabinets became hot pastel storage after one coat of paint and the right Facebook group. In just nineteen days, that makeover hustle rolled past a thousand dollars in profit—no moving truck required. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who ear…
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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: “never have a boss, never be a boss.” Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn…
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Today’s caller has two levers—charge a bit more or work a bit more. We’ll test both in plain numbers, then show why nudging the price usually wins for a solo coach. 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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A listener wants to know if a slow start is normal, or a warning sign that another business might be better. We’ll set a simple 90-day experiment to decide whether to double down, redesign, or walk away. 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, find out how a small campaign tool turned into a software product now licensed by multiple counties. 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 …
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