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.

Besuch unbedingt die Website des Podcasts und unterstütze die Macher: sidehustleschool.com

Autor

Chris Guillebeau

Kategorie

Business

Podcast-Website

sidehustleschool.com

Neueste Folge

25. Okt 2026

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Ep. 3113 - TBT: How I Flipped Facebook Marketplace Finds Into Tuition Money 10.07.2025

In 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 show includes free guided lessons and l...

Ep. 3112 - STORY: “Graphic Design for Dogs” Earns $84,000 09.07.2025

A 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: SideHustleSchool.com Email: team@sideh...

Ep. 3111 - Q&A: “Is standing in line for cash a legit side hustle?” 08.07.2025

Could 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 free guided lessons and listener Q&A sev...

Ep. 3110 - First $1,000: Murder Mystery Lover Sells Clues in the Mail 07.07.2025

In 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, featuring detailed case studi...

Ep. 3109 - Weekend Workshop: The Fish Tank Review Method 06.07.2025

This 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 money without quitting their job. This year, th...

Ep. 3108 - Q&A: “Can I make money as a film location scout?” 05.07.2025

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

Ep. 3107 - Q&A: “How do I turn digital nostalgia into a creative business?” 04.07.2025

Is 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 includes free guided lessons and listener Q&a...

Ep. 3106 - TBT: Fixing Guitar Pedals Becomes High-Margin Hustle 03.07.2025

In 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 job. This year, the show includes free guide...

Ep. 3105 - STORY: Aussie Man Eats Nothing But Potatoes for 365 Days 02.07.2025

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

Ep. 3104 - Q&A: “Can I run a resale business entirely on Instagram?” 01.07.2025

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

Ep. 3103 - First $1,000: AI Agency Writes Execs’ LinkedIn Posts 30.06.2025

In this week's First $1,000 segment, meet a resourceful freelancer who used ChatGPT to create a one-stop shop for executive LinkedIn posts. Learn how they landed their first paying clients, built a monthly subscription model, and turned AI-based writing into a no-code content agency. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money...

Ep. 3102 - Weekend Workshop: Back to the Future 29.06.2025

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: what to do once your hustle is up and working well. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting...

Ep. 3101 - Q&A: “I want to sell ‘weird grocery items’…” 28.06.2025

Can you make money finding and reselling discontinued snacks or cult-favorite condiments? In this episode, we explore the surprisingly lucrative world of rare grocery resale. 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 day...

Ep. 3100 - Q&A: “Can I make money designing unique scavenger hunts?” 27.06.2025

Could your love of puzzles turn into a creative business? In this episode, we explore the world of interactive scavenger hunts—and how people are making real money designing them. 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...

Ep. 3099 - TBT: Embroidered Joke Hat Becomes Unexpected Business 26.06.2025

In this week's Throwback Thursday segment, hear how one sarcastic embroidery project turned into a booming side hustle—after a single joke hat went viral and sparked thousands of sales. 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. 3098 - STORY: Engineer Turns Home Energy Problem Into Million-Dollar Solution 25.06.2025

A construction engineer discovers how much energy is wasted by attics, creates a simple product that saves homeowners money, and builds a side hustle that earns more than two million dollars a year.  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...

Ep. 3097 - Q&A: “Turning my sleep obsession into a hustle…” 24.06.2025

Can you turn a love of sleep into a legit business? In this episode, we explore whether reviewing sleep products can make money—and what to do if it's not the goldmine this listener hoped for. 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 list...

Ep. 3096 - First $1,000: Legal Eagle Lands Big Order After Rapper Shoutout 23.06.2025

In this week's First $1,000 segment, discover how a corporate attorney started custom-painting sneakers for fun—until Lil Nas X gave her a social media shoutout and made her phone blow up. 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...

Ep. 3095 - Weekend Workshop: Creating Business Systems 22.06.2025

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: “get it out of your head” by creating business systems. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money w...

Ep. 3094 - Q&A: “Can organizing someone’s email become a real side hustle?” 21.06.2025

Inbox zero, for hire? In this episode, we explore whether paid email cleanup can be a viable side hustle—and how to land the kind of clients who'll actually pay for it. 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 day...

Ep. 3093 - Q&A: “Is there a market for professional home inventory services?” 20.06.2025

Could documenting home belongings be a profitable business? In this episode, we explore whether a home inventory service makes sense, how to find clients, and what it takes to make it work. 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&am...

Ep. 3092 - TBT: Digital Sticker Sales Skyrocket to $500K 19.06.2025

In this week's Throwback Thursday feature, revisit how a graphic designer turned her digital sticker packs for note-taking apps into a $500,000 eCommerce empire. 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. 3091 - STORY: Faux Taxidermy Turns Heads on Home Decor 18.06.2025

A Pennsylvania couple turns a difference in home decorating taste into a bustling 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 free guided lessons and listener Q&A several days each week. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be o...

Ep. 3090 - Q&A: “Can renting your car on Turo actually make money?” 17.06.2025

Is renting out your car on Turo an easy side hustle or just extra wear and tear? In this episode, we break down the real numbers, risks, and whether it's worth it with just one vehicle. 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...

Ep. 3089 - First $1,000: Custom Trekking Gear from a Home Printer 16.06.2025

In this week's First $1,000 segment, discover how one weekend hiker used a basic 3D printer to create custom trekking pole grips that fit like a glove—and quickly sold them to fellow backpackers. 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 l...

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