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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Chris Guillebeau / Onward Project Podcasts

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Ep. 3129 - Q&A: “Would people pay to disappear from the internet?”
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5:40Could helping people vanish from the internet be a viable business? In today’s episode, we explore the growing market for digital privacy services—and what it takes to offer one. 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 include…
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Ep. 3128 - Q&A: “Both of my ideas are strong, but I can only do one…”
4:19
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4:19Stuck between two side hustle ideas? In this episode, we’ll look at how to choose the right path when both options feel equally strong. 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 seve…
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Ep. 3127 - TBT: How Selling $2 Digital Products Earned $185,000
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5:50In this week’s Throwback Thursday segment, discover how one side hustler created a shop selling $2 digital products—and scaled it to $185,000 in revenue by mastering SEO, volume, and a few smart upsells. 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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Ep. 3126 - STORY: Nerdy Kickstarter Campaign Raises $1 Million
6:58
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6:58This Ohio man loves board games so much that he made his own—and when he tries to raise $6,000 through a Kickstarter campaign, he ends up with much more than he ever imagined. 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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Ep. 3125 - Q&A: “How do I license my educational materials to a publisher?”
5:21
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5:21A listener has created a valuable educational resource—but doesn’t want to handle all the distribution herself. In today’s episode, we look at how to license curriculum or teaching materials for broader reach and passive income. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money witho…
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Ep. 3124 - First $1,000: Musician Creates Loop Packs for Video Editors
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5:34In this week’s First $1,000 segment, hear how a freelance musician turned abandoned audio sketches into a product for content creators. With just twelve clean loops and a few community posts, he hit $1,000 in under a month. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without qu…
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Ep. 3123 - Weekend Workshop: The Most Awesome Guitar Lessons in the Universe
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8:18This 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: how a music teacher raised his rates to $120/hour. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of pe…
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Ep. 3122 - “Can you sell ‘closure as a service??’”
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4:36Can you get paid to help people walk away from jobs, businesses, or relationships? In this episode, we explore the business of graceful exits—and whether it’s a service the world needs. 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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Ep. 3121 - Q&A: “I want to build an app with ‘vibe coding…’”
6:24
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6:24Can you build an app just by describing your idea to AI? In this episode, we take a closer look at vibe coding—and whether it’s ready for side hustlers to use. 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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Ep. 3120 - TBT: No Snakes, Big Sales, and the Faux-Leather Hustle
6:19
6:19
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6:19In this week’s Throwback Thursday segment, hear how one side hustler built a passionate following by making “snakeskin” wallets—without using a single animal product, just upcycled materials and a clever story. 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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Ep. 3119 - STORY: Ex-Baseball Players Hit Home Run With Baseball Bat Subscriptions
6:43
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6:43Two former baseball players create a bat rental service, serving thousands of customers across the country. 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 not…
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Ep. 3118 - Q&A: “How can I launch a no-recipe cooking channel?”
4:37
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4:37Do you need step-by-step recipes to build a food business? In this episode, we explore whether teaching kitchen improvisation can become a profitable niche. 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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Ep. 3117 - First $1,000: From Power Rangers to Profits in Two Weeks
5:13
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5:13In this week’s First $1,000 segment, hear how a toy collector used estate sales, eBay, and insider knowledge to flip vintage figures for a profit. By focusing on three collectible categories, he built a low-stress resale system that brings in steady income. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of peop…
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Ep. 3116 - Weekend Workshop: The $3,000/Month Cruise Ship Review Site
8:16
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8:16This 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: turning a personal experience into profit. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who…
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Ep. 3115 - Q&A: “How much inventory should I keep on hand?”
4:59
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4:59Struggling to strike the right balance between too much inventory and not enough? In this episode, we explore smart ways to manage product stock—especially when space and cash are tight. 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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Ep. 3114 - Q&A: “Is it okay to use a fake name for my business?”
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4:43Is it shady to use a fake name for your side hustle—or just smart privacy protection? In this episode, we look at the ethics, risks, and alternatives to staying anonymous. 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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Ep. 3113 - TBT: How I Flipped Facebook Marketplace Finds Into Tuition Money
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6:17In this week’s Throwback Thursday segment, hear how one college student flipped used furniture from Facebook Marketplace—and paid off half their tuition bill without ever taking out a loan. 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 s…
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Ep. 3112 - STORY: “Graphic Design for Dogs” Earns $84,000
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6:01A graphic designer and pet lover unleashes a side hustle that earns $84,000 a year. Dog-ear this episode! 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 notes…
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Ep. 3111 - Q&A: “Is standing in line for cash a legit side hustle?”
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4:51Could standing in line be your next side hustle? In this episode, we explore the strange but real world of paid line-sitting—and whether it’s actually a smart use of your time. 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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Ep. 3110 - First $1,000: Murder Mystery Lover Sells Clues in the Mail
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5:49In this week’s First $1,000 segment, meet a crime fiction devotee who built her own “detective-for-hire” game, complete with weekly mailed clues and online reveals. Find out how she used her storytelling skills—and a few vintage stationery props—to turn curious readers into paid participants. Side Hustle School features a new episode EVERY DAY, fea…
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Ep. 3109 - Weekend Workshop: The Fish Tank Review Method
8:19
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8:19This segment is all about helping you learn the key steps to a new side hustle, one step or concept per week. It includes activities, examples, and more—and of course it’s all free. Today’s topic: finding value in what you already know. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra mon…
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Ep. 3108 - Q&A: “Can I make money as a film location scout?”
4:20
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4:20Is scouting cool locations for film sets a job you can do solo—and without Hollywood ties? In this episode, we explore the surprising ways city explorers can turn their local knowledge into 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 yea…
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Ep. 3107 - Q&A: “How do I turn digital nostalgia into a creative business?”
5:36
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5:36Is late-90s internet culture more than just a vibe? In this episode, we explore whether digital nostalgia can become a sustainable business—or if it’s better left as a passion project. 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 i…
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Ep. 3106 - TBT: Fixing Guitar Pedals Becomes High-Margin Hustle
5:38
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5:38In this week’s Throwback Thursday segment, hear how one side hustler learned to repair broken guitar pedals using YouTube tutorials—and built a profitable business fixing, modifying, and reselling vintage gear. 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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Ep. 3105 - STORY: Aussie Man Eats Nothing But Potatoes for 365 Days
7:29
7:29
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7:29An Aussie man spends a year eating nothing but potatoes to conquer his food addiction. Along the way, he loses 121 pounds and gains a $1,500 a month 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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Ep. 3104 - Q&A: “Can I run a resale business entirely on Instagram?”
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5:02Can you run a resale business using nothing but Instagram? In this episode, we explore how creators are flipping vintage and preowned goods—without using any marketplace apps at all. 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 inc…
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