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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Thousand Movie Project Podcasts
Miami-based, bookish, eclectic; very nervous; interviews with writers; digressions. Shower thoughts and bar banter. Anxious. You should listen.
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The Blair List is a podcast that highlights the professional journeys of entrepreneurs. New episodes drop every Wednesday at 5 PM EST. Follow us on @theblairlist on social media.
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Ep. 3223 - Q&A: “When does a logo actually matter?”
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4:37Today’s caller wonders whether to polish the package or finish the product. We’ll set a two-checkpoint rule that keeps creativity flowing, without turning branding into busywork. 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. 3222 - First $1,000: “CRM Makeovers” for Real Estate Agents
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5:56In this week’s First $1,000 segment, meet the HubSpot whiz who charges Realtors $500 for a three-hour CRM detox—merging duplicates, tagging leads, and automating follow-ups before lunch. 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. 3221 - Weekend Workshop: The Premium Pricing Paradox
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7:19This 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 $100 Alaska coupon book that sells over and over. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of…
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Ep. 3220 - Q&A: “When is business coaching worth the cost?”
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5:35Coaching can fast-track growth—or drain a lot of money from your bank account. In this short episode, you’ll learn a simple metric to decide whether a pricey mentor is a smart bet or a motivational luxury. 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. 3219 - Q&A: “Can I sell carbon-offset checks to small brands?”
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5:54Green-washing headlines have everyone nervous, and for good reason. Today we design a “quick-check” carbon-audit service small brands will pay for—and keep the workload under two hours per client. 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. 3218 - TBT: I Built a Supplement Guide People Actually Trust
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5:50In this week’s Throwback Thursday segment, learn how a side hustler built a trustworthy supplement guide from one TikTok video, turning it into a $40,000 affiliate 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 fre…
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Ep. 3217 - STORY: Aussie Stretches Out with Online Store for Tall Women
7:02
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7:02Tall women everywhere rejoice as an eCommerce side hustle brings new meaning to ‘top shelf.’ 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: SideHustleS…
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Ep. 3216 - Q&A: “How do I avoid a garage full of unsold kits?”
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5:05Should you spend months growing followers or risk cash on inventory right away? Today we outline a “test-then-preorder” strategy that proves demand in weeks, pays for production up front, and builds your email list as you go. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without …
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Ep. 3215 - First $1,000: Board-Game Date Nights in a Café Basement
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5:54In this week’s First $1,000 segment, hear how a board-game collector transformed an unused café basement into a candle-lit playground for couples. 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 listen…
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Ep. 3214 - Weekend Workshop: From Spreadsheets to Six Figures
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7:04This 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 original spreadsheet king. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra …
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Ep. 3213 - Q&A: “Can I monetize a college scholarship database?”
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5:01Obscure college scholarships are gold, at least if parents trust your data. In this episode we design a subscription, ROI guarantee, and tech stack that can turn a spreadsheet into monthly 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…
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Ep. 3212 - Q&A: “Will people pay for AI-optimized resumés?”
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5:09Cheap resumé bots and pricey human writers leave a gap. We’ll show how an AI-plus-expert service can fill it, both profitably and credibly. 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 …
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Ep. 3211 - TBT: Built in a Weekend, Used by Thousands
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5:11In this week’s Throwback Thursday segment, hear how a side project built over a single weekend turned into a surprisingly steady income stream, all thanks to a clunky but useful Chrome extension with 5,000 loyal users. 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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Ep. 3210 - STORY: Canadian Bidets Modernize Bathroom Life
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7:42In several parts of the world, bidets are used in lieu of toilet paper—but why not in Canada? One man sets out to change that, flushing away discouragement and banking profits. 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. 3209 - Q&A: “How do I use exit pop-ups?”
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4:44A well-timed nudge can rescue sales, but only if it feels like service, not a race to the bottom. Let’s design a polite “please stay” offer that boosts revenue without creating coupon addicts. 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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Ep. 3208 - First $1,000: Vintage Sewing Machine Rehab Workshops
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5:29In this week’s First $1,000 segment, meet the maker who buys twenty-dollar thrift-store sewing machines, teaches students to revive them, and lets each participant leave with a fully functioning vintage Singer. 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. 3207 - Weekend Workshop: The Global Photography Pivot
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6:45This 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 nomadic photography business. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra…
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Ep. 3206 - Q&A: “How do I fight piracy without hurting buyers?”
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4:51You can’t stop every pirate, but you can slow them down—and keep real customers smiling. Today we cover low-cost deterrents, “soft DRM,” and community perks that make stealing less attractive. 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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Ep. 3205 - Q&A: “How do I license calming coloring pages to wellness apps?”
4:48
4:48
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4:48Trade $2 one-time sales for four-figure B2B deals. We build the pitch, pricing, and contract essentials for licensing art to wellness platforms. 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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Ep. 3204 - TBT: The Secret Author Behind Your Favorite Romance Novel
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5:20In this week’s Throwback Thursday segment, hear how one fanfiction writer went pro—now earning five figures per project ghostwriting for bestselling romance authors who don’t want their names published. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. Thi…
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Ep. 3203 - STORY: Underwear Side Hustle Turns Into $500,000/Month Business
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7:00By Chris Guillebeau / Onward Project
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Ep. 3202 - Q&A: “Can a ‘tech deals’ newsletter really make money?”
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3:49
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3:49By Chris Guillebeau / Onward Project
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Ep. 3201 - First $1,000: Weekend ASL Crash Courses for Hospitality Staff
4:59
4:59
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4:59In this week’s First $1,000 segment, hear how a certified interpreter turned empty hotel conference rooms into a training ground for quick, practical American Sign Language (ASL). 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. 3200 - Weekend Workshop: From Utah Piano Teacher to Digital Nomad
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5:57
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5:57This 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 $360,000/year online music school. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn …
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Ep. 3199 - Q&A: “How do I handle a non-compete that hurts my side hustle?”
5:09
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5:09A promotion with strings attached can stall a thriving side hustle. Today we’ll walk through reading the fine print, negotiating carve-outs, and keeping both your boss and your business on the road. 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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Ep. 3198 - Q&A: “I went viral, but now I can’t meet demand!”
5:23
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
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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?”
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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
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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
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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?”
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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
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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
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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
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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?”
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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
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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
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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?”
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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
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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?”
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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
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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
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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?”
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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?”
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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
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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?”
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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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