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. 3198 - Q&A: “I went viral, but now I can’t meet demand!”
5:23
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5:23A viral spike is great—until it breaks your capacity. Today we map a four-step triage plan to pause the chaos, satisfy customers, and turn overwhelm into long-term buzz. 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 gu…
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Ep. 3197 - TBT: Turning Property Management Experience Into Digital Products
5:32
5:32
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5:32In this week’s Throwback Thursday segment, learn how one former apartment manager turned their real estate experience into a template shop for landlords, helping them boost revenue without buying new properties. 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. 3196 - STORY: Google Employee Makes $100,000 Using Fiverr
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7:32In just one year, this Google product manager earned an extra $100,000 by providing marketing services on Fiverr.com. Learn his tips to hack the platform for yourself! 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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Ep. 3195 - Q&A: “Which passive-income model fits a consultant best?”
6:13
6:13
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6:13Want to escape the billable-hour treadmill? Today we map out three proven paths—courses, content, and compounding cashflows—that turn one-time effort into long-term 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 free…
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Ep. 3194 - First $1,000: Marketer Sells Simple Fixes to Dental Clinics
5:11
5:11
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5:11In this week’s First $1,000 segment, hear how a digital marketer gets paid for cleaning up Google listings for orthodontists—fixing visibility problems most offices didn’t even realize they had. 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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Ep. 3193 - Weekend Workshop: The Art of Electronics Arbitrage
8:01
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8:01This 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: buy low, sell high, repeat! Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra mon…
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Ep. 3192 - Q&A: “How can a freelancer pay herself a stable salary?”
5:39
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5:39Feast-or-famine income doesn’t have to mean feast-or-famine life. Today we build a simple three-bucket system that turns lumpy freelance revenue into a steady, predictable paycheck. 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 incl…
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Ep. 3191 - Q&A: “What KPIs should I track for my software biz?”
4:23
4:23
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4:23Fifty customers, fifty metrics—too many for a two-person team. Today we boil micro-SaaS analytics down to the three numbers that actually move the needle. 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 an…
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Ep. 3190 - TBT: Helping Aspiring Film Professionals Get Hired
4:47
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4:47In this week’s Throwback Thursday segment, learn how a London-based side hustler launched a service to help aspiring film crew members get their first jobs and union credentials—and how they’re now planning to expand to Los Angeles and Vancouver. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn…
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Ep. 3189 - STORY: College Grad Shares “More than Mac & Cheese” Student Recipes
6:45
6:45
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6:45When a college student learns to cook, she documents her recipes online, earning more than $1,000/month. 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. 3188 - Q&A: “Can you run a YouTube channel with only AI voices and scripts?”
4:15
4:15
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4:15Can a faceless, AI-voiced show win viewers and ad dollars? Today we break down platform rules, audience psychology, and the tiny legal print you can’t ignore when the “host” is synthetic. 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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Ep. 3187 - First $1,000: Typography Lover Turns Letters Into Revenue
5:19
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5:19In this week’s First $1,000 segment, learn how a font designer earned their first digital payday with a clean, subway-inspired typeface. With just two fonts and a Creative Market listing, they passed $1,000 in less than a month. 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. 3186 - Weekend Workshop: Design Disruption in Traditional Markets
5:47
5:47
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5:47This 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: an astrology calendar for modern times. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who ea…
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Ep. 3185 - Q&A: “How can I sell an Amazon-only FBA brand for top dollar?”
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5:05Trying to sell an Amazon-only FBA brand? In this episode we talk valuation, “channel risk,” and a 90-day tune-up that can add tens of thousands to the sale price of a 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 …
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Ep. 3184 - Q&A: “How can a coast-to-coast road trip pay for itself?”
4:54
4:54
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4:54A coast-to-coast road trip sounds expensive—unless you turn the highway into a revenue stream. Today we map out five travel-friendly hustles that can cover gas, motels, and maybe even a little 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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Ep. 3183 - TBT: Creator Builds Instagram Mastermind Pod
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5:02In this week’s Throwback Thursday segment, hear how a social media strategist launched a private mastermind pod to help creators boost their Instagram engagement—sharing likes, comments, and algorithm tips. 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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Ep. 3182 - STORY: Personal Trainer Pumps Up Breakfast
7:36
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7:36A full-time personal trainer takes ‘breakfast of champions’ to the next level with pancakes that put the ‘pro’ in protein, earning $25,000/month. 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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Ep. 3181 - Q&A: “Should my first info product be $30 or $300?”
5:42
5:42
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5:42Should you launch your first info product at a budget price or aim for a premium market? Today we unpack perceived value, buyer psychology, and the hidden costs of “cheap” customers—so you can price with confidence. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting t…
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Ep. 3180 - First $1,000: Foot Traffic Nerd Turns Public Data Into Paid Service
5:29
5:29
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5:29In this week’s First $1,000 segment, hear how a data enthusiast built foot traffic reports for small landlords and local businesses, using public tools and smart packaging. 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. 3179 - Weekend Workshop: Building Systems That Sell Themselves
6:52
6:52
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6:52This 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 “guest post tracker” that earned recurring revenue. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies …
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Ep. 3178 - Q&A: “How do I stop every freelance project from starting in chaos?”
5:24
5:24
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5:24Do you begin every freelance project in panic-mode? In today’s episode we build a repeatable onboarding sequence that turns new clients into smooth projects—no assistant required. 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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Ep. 3177 - Q&A: “How can I make money by renting out houseplants?”
4:11
4:11
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4:11Can your living-room jungle become a revenue stream? In today’s episode, we explore the growing demand for short-term plant rentals and break down the numbers, logistics, and risks of turning leafy assets into cash. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting t…
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Ep. 3176 - TBT: Helping High School Dropouts Start Plumbing Careers
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5:40In this week’s Throwback Thursday segment, learn how one side hustler partnered with trade schools to help high school dropouts gain life skills and secure paid apprenticeships in the plumbing trade. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This y…
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Ep. 3175 - STORY: Movie Industry Friends Rewrite the Credits, Earn $20,000/Month
6:40
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6:40Those long credit sequences at the ends of movies can include a LOT of names—and they also take a lot of time for producers to coordinate. When two industry friends team up to simplify the process, they crawl their way to a highly profitable side hustle. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people …
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Ep. 3174 - Q&A: “How can a first-time author stand out in a market of 4,500 books per day?”
5:25
5:25
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5:25With an estimated 4,500–6,000 English-language titles published each day, how can a first-time author avoid getting buried? Today we look at the real numbers—and a proven game plan for standing out. 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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