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
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.
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 listener Q&A several days ...
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: how to look for money lying under a rock.
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 in...
Is offering a free course before launching a paid one a smart strategy, or does it just attract freebie seekers? In this episode, we break down when a free course can boost sales—and when it’s just a distraction.
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...
Can you turn a free Facebook group into a revenue stream without upsetting your members? In this episode, we explore ethical ways to monetize an engaged online community.
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: SideHustleScho...
In this week’s Throwback Thursday segment, see how a side hustler built a thriving print-on-demand business by tapping into ultra-specific niches—like “retired paramedic” mugs—without ever spending on ads.
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 li...
A New Zealand-based software developer puts her digital skills to artistic use by creating virtual lettering brushes for budding digital calligraphers.
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@...
Would a high-ticket offer boost your business or drive away your customers? In this episode, we break down when (and how) to introduce a premium package without losing your audience.
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: Si...
In this week’s First $1,000 segment, meet two friends who took the daring route of buying someone else’s failure—a laundromat on the brink of closing—and revived it with cost-efficient fixes and grassroots marketing.
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 a...
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