fr

Chris Guillebeau

Side Hustle School

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. Hosted on Acast. See acast.com/privacy for more information.

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Auteur

Chris Guillebeau

Catégorie

Business

Site du podcast

sidehustleschool.com

Dernier épisode

3 nov. 2026

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Épisodes

Ep. 3271 - The Ski-Lodge Lost-and-Found Hustle 15.12.2025

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 without quitting their job. This year, the show includes...

Ep. 3270 - Weekend Workshop: From Rock Bottom to Business Empire 14.12.2025

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, featuring detailed case studies of people who ea...

Ep. 3269 - Q&A: “What do I do if my partner doesn’t believe in my business?” 13.12.2025

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 earn extra money without quitting their...

Ep. 3268 - Q&A: “Are Instagram links killing my reach?” 12.12.2025

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 show includes free guided lessons and listener Q&amp...

Ep. 3267 - TBT: Hand-Written Recipes Become Kitchen Wall Art 11.12.2025

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 earn extra money without quitting the...

Ep. 3266 - STORY: Marathon Runner Earns Full-Time Income Trying On Shoes 10.12.2025

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 notes: SideHustleSchool.com E...

Ep. 3265 - Q&A: “Should I add shipping to my Marketplace listings?” 09.12.2025

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 lessons and listener Q&A several days each week. Sho...

Ep. 3264 - First $1,000: Flipping Rolling Carts & Filing Cabinets 08.12.2025

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 earn extra money without quitting their job. Th...

Ep. 3263 - Weekend Workshop: The Never Boss Philosophy 07.12.2025

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 extra money without quitting th...

Ep. 3262 - Q&A: “Should I raise my coaching rates or add more clients?” 06.12.2025

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 lessons and listener Q&A several days ea...

Ep. 3261 - Q&A: “Is my struggling side hustle worth saving?” 05.12.2025

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. This year, the show includes free guided lessons and...

Ep. 3260 - TBT: Campaign Scheduling Tool Turns Out Voters 04.12.2025

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 Q&A several days each week. Show notes: SideHu...

Ep. 3259 - STORY: Accountant Earns Six-Figures Selling Spreadsheets to Etsy Sellers 03.12.2025

She was burned out being a CPA, so she turned her efforts to an Etsy business—but it wasn't long before she was hitting the books again, just in a more creative way. Her new spreadsheets help Etsy sellers and earn a six-figure income for her. 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...

Ep. 3258 - Q&A: “Can I profit from flipping open-box customer returns?” 02.12.2025

Today's listener wants to turn store returns into cash. We'll cover how to evaluate a pallet, estimate true margins, and avoid getting stuck with dead inventory. 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....

Ep. 3257 - First $1,000: DIY Headshot Stations for University Job Fairs 01.12.2025

In this week's First $1,000 segment, campus recruiters needed polished LinkedIn photos—but photographers were booked solid. One creative grad built a plug-and-play headshot booth, rented it four times in a month, and snapped up his first grand without clicking the shutter himself. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra mo...

Ep. 3256 - Weekend Workshop: Building Teams Without Hiring Employees 30.11.2025

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 small-scale, large-reach transcription business. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting t...

Ep. 3255 - Q&A: “When is uneven side-hustle income safe to rely on?” 29.11.2025

Today's caller makes more money on weekends than at the day job—but their revenue graph looks like a heart monitor. Can they rely enough on their extra income to go all-in? 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...

Ep. 3254 - Q&A: “How do I price my VA work for true value?” 28.11.2025

If clients praise your speed but you're still billing like a beginner, it's time to level up. Today we pinpoint the three value levers that justify higher VA rates—and a script that keeps loyal clients on board. 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...

Ep. 3253 - TBT: Scarce Lego Sets Build Value Over Time 27.11.2025

In this week's Throwback Thursday segment, find out how one patient side hustler stockpiled retired LEGO sets, held them like collectibles, and eventually parlayed the profits into a full-on store. 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 liste...

Ep. 3252 - STORY: Frenchman Says Bonjour to $35,000/Month Foodie Hustle 26.11.2025

After relocating to Quebec, this continental creative brings seasonal flavor to an artisanal food retailing biz. 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: SideHustleSchool.com Email: team@side...

Ep. 3251 - Q&A: “Is my burnout a signal to pivot?” 25.11.2025

Are you just tired—or do you need a bigger break? In this episode, we'll help a listener take a stress-test to know if they need rest, a redesign, or a full business pivot. 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...

Ep. 3250 - First $1,000: Digital Window Menu Boards for Food Trucks 24.11.2025

In this week's First $1,000 segment, a designer helps food trucks and pop-up restaurants get rid of chalk dust and update to the digital age. 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: SideHust...

Ep. 3249 - Weekend Workshop: From Ski Bum to Six-Figure Teacher 23.11.2025

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: an online snow-skiing school. 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,...

Ep. 3248 - Q&A: “Should I spend $2,000 on retention or acquisition?” 22.11.2025

Today's caller runs a tiny subscription app and has two grand to spend. Should that money patch cancelations or chase new sign-ups? We'll do the napkin math and land on a clear next step. 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&...

Ep. 3247 - Q&A: “Instagram, TikTok, or LinkedIn—how do I choose?” 21.11.2025

Posting everywhere spreads you thin; posting in the right place compounds momentum. Today we break down a three-question filter that shows exactly where this side hustler's wallets should live first. 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 lis...

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