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. Sales and Distribution by Lemonada Media https://lemonadamedia.com/
Episodes
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, the show includes free gu...
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 listener Q&A several days each...
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 several days each week.
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 guided lessons and listener Q&...
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.
Show notes: SideHustleSchool.com
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&A several days each week.
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 without quitting their job. ...
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 their job. This year, t...
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 days each week.
Show notes: SideHustle...
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 several days each week.
Show notes:...
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&A several days each week.
...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 and listener Q&A several days eac...
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 listener Q&A several days eac...
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 Q&A several days each we...
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 without quitting their j...
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 days each week.
Show notes: Side...
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&A several days each week.
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.
Show notes: SideHustleSchool....
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 on the show: SideHustleSchool.com/qu...
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 several days each week.
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