Side Hustle School - podcast cover

Side Hustle School

Chris Guillebeau / Onward Projectsidehustleschool.com

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

#1704 - The Six-Figure Belly Dancing Course

A digital marketer is determined to make a career out of her true passion: belly dancing! She now sells a course that brings in more than $100,000 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 each week. 🎧 Show notes: SideHustleSchool.com Email: [email protected] Be on the show: SideHustleSchool.com/q...

Aug 31, 20219 minEp. 1704

#1703 - Q&A: How many social platforms should I post to?

A listener has an active YouTube channel and is trying to keep up with a lot of different networks, but he’s not seeing the traction and growth that he’d like. Should he specialize or diversify? Show notes: SideHustleSchool.com Email: [email protected] Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com Side Hustle School features a new episode EVERY DAY, featuring detailed ca...

Aug 30, 20216 minEp. 1703

#1702 - Accountant Sells $20,000 in Knitting Kits

This DIYer made $20,000 in 2020 selling knitting kits on Etsy. Why did she succeed when so many other craft sellers struggle? 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: [email protected] Be on the show: SideHustleSchool.com/questions Connect on Twitter: ...

Aug 29, 20217 minEp. 1702

#1701 - Q&A: “I’d like to be a medical claims adjustor, but for weddings"

A listener has an idea to become a wedding consultant who is effectively a claims adjustor, negotiating with vendors to help couples to pay less. It’s an interesting idea, but is it viable? 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: [email protected] Be ...

Aug 28, 20216 minEp. 1701

#1700 - Failure Friday: “I didn’t know my business partner was a convicted felon…”

In this week’s Failure Friday segment, we hear from Alan Perlman, the founder of a drone training company. His business now brings in seven figures a year, but it started with a rocky partnership. 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....

Aug 27, 20217 minEp. 1700

#1699 - TBT: Matchsticks Made in Heaven (and Georgia)

In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a former H.R. manager who now sells matchsticks full-time. That’s right—it’s a perfect match. 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: [email protected] Be on the show: Sid...

Aug 26, 20219 minEp. 1699

#1698 - Q&A: Is there an easier way to start reselling?

Reselling is quick and simple—but it’s also a lot of work, and today’s caller is looking for a shortcut. Does such a thing exist? 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: [email protected] Be on the show: SideHustleSchool.com/questions Connect on Twitt...

Aug 25, 20215 minEp. 1698

#1697 - Lawyer Moonlights Music Production Tutorials

When a lawyer’s after-hours hobby of music production draws interest, he creates a series of video tutorials that leads budding producers to an online course. 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: [email protected] Be on the show: SideHustleSchool.c...

Aug 24, 20218 minEp. 1697

#1696 - Q&A: How to start a meal prep side hustle?

Today’s listener seeks help in monetizing his experience with weekly meal prepping. 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: [email protected] Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @19...

Aug 23, 20216 minEp. 1696

#1695 - Finance Worker Strikes Gold with Custom Jewelry

When the daughter of a jewelry maker discovers how profitable the industry can be, she uses her skills from corporate finance to build her own brand. 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: [email protected] Be on the show: SideHustleSchool.com/questi...

Aug 22, 20218 minEp. 1695

#1694 - Q&A: Is there a limit to how high I can price my service?

Today’s caller believes in the idea of raising prices, but is worried about losing customers if he raises them too much. How high is too high? 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: [email protected] Be on the show: SideHustleSchool.com/questions Con...

Aug 21, 20215 minEp. 1694

#1693 - Failure Friday: “We made a ton of investment … then we decided to close.”

In this week’s Failure Friday segment, we hear from Nate Martin, the founder of America’s original escape room. His business, Puzzle Break, now has locations worldwide—but an early expansion to San Francisco turned out to be a puzzle he couldn’t crack. 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 n...

Aug 20, 20217 minEp. 1693

#1692 - TBT: App Helps 60,000 Women Get Paid More

In this week’s “Throwback Thursday / Where are they now?” segment, we hear from Meggie Palmer, founder of PepTalkHer, an app that has helped more than 60,000 users (mostly women) negotiate a pay raise. 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@sidehustlesc...

Aug 19, 20219 minEp. 1692

#1691 - Q&A: How to become a travel agent?

Today’s listener is interested in becoming a travel agent—and yes, those still exist! Modern travel agents tend to work on specialized, boutique trips for select clients. How can our listener get certified and find her market? 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...

Aug 18, 20216 minEp. 1691

#1690 - Product Manager Starts “Airbnb for Dungeons and Dragons”

This product manager has achieved the dream of many kids born in the 80s and 90s: he gets paid to host and run his favorite tabletop roleplaying games. 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: [email protected] Be on the show: SideHustleSchool.com/ques...

Aug 17, 20218 minEp. 1690

#1689 - Q&A: "My sister made $5,000 but feels guilty..."

A caller poses an unusual question: their sister has been doing well in a new art restoration service, but feels guilty about getting paid for it. What’s the best answer for this? 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: [email protected] Be on the sho...

Aug 16, 20216 minEp. 1689

#1688 - ESL Teacher Resells Furniture for Big Profits

When a Missouri ESL teacher sells a couple of barstools on a whim, she begins a furniture flipping journey that leads to a full-time 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 week. 🎧 Show notes: SideHustleSchool.com Email: [email protected] Be on the show: SideHustleSchool.com/questions Conne...

Aug 15, 20218 minEp. 1688

#1687 - Q&A: How can I make a course delivered by text messages?

After taking my new Idea to Income course that’s taught through text messaging, a listener wants to make their own. Good for them! Here’s how they—or you—can do 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: SideHustleSchool.com Email: [email protected] Be on the show: SideHustleSc...

Aug 14, 20214 minEp. 1687

#1686 - Failure Friday: Ice Glass Event Business Melts Down

In this week’s Failure Friday segment, we hear from the inventor of a mug made out of ice. During a big event on an unseasonably warm Minnesota day, he watches in horror as his product literally melts down. 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@sidehus...

Aug 13, 20217 minEp. 1686

#1685 - TBT: Small 3D Printing Site Competes With Etsy

In this week’s “Throwback Thursday / Where are they now?” segment, we hear from Nikko Mendoza, who sells 3D printing templates. After he lost his job last year, he started taking his side gig more seriously—and business took off. 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....

Aug 12, 20218 minEp. 1685

#1684 - Q&A: How to launch a set of unique enamel pins?

A listener makes enamel pins with brain imagery on them. These pins are loved by neuroscientists and other professionals who work with the brain—but how can she break into the larger wholesale market? 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@sidehustlesch...

Aug 11, 20216 minEp. 1684

#1683 - Designer Makes Magnificent Menswear

A menswear designer and new mom goes in search of flexibility and freelancing. After quitting her stable job, she pitches direct-to-consumer brands and ends up with plenty of 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. 🎧 Show notes: SideHustleSchool.com Email: [email protected] Be on the sh...

Aug 10, 20217 minEp. 1683

#1682 - Q&A: Is there a better way to offer discounts to customers?

Today’s caller is seeking advice on managing the discount process. Her side hustle is growing, and she’s using a smart strategy of offering a discount after the first purchase—but she needs a better process for managing this. 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 ...

Aug 09, 20215 minEp. 1682

#1681 - Management Consultants Create Travel-Themed Digital Art

Two friends who work as consultants create an online shop offering digital and print-on-demand travel-themed art prints. 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: [email protected] Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chri...

Aug 08, 20217 minEp. 1681

#1680 - Q&A: How do I actually sell an NFT??

WFT is an NFT? It’s a non-fungible token, also known as digital art that’s for sale to the highest bidder. In today’s extra-special Q&A episode, a listener provides the question *and* the answer. That’s right, one of our featured artists has actually sold NFTs! 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...

Aug 07, 20218 minEp. 1680

BONUS: Last Day of “Idea to Income” Course Discount

Heads up! The “Idea to Income” course discount ends this weekend. If you haven’t signed up yet, use code IDEA at https://courses.sidehustleschool.com . The course takes ten minutes a day, with all lessons delivered directly to your phone. 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...

Aug 06, 20211 min

#1679 - Failure Friday: “I realized really quickly that no one was buying…”

In this week’s Failure Friday segment, we hear from Amy McCord Jones, the owner of Flower Moxie. In her early days, she assumed that she could get by without taking photos of every color option. Her customers thought otherwise. 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.co...

Aug 06, 20217 minEp. 1679

#1678 - TBT: Dating App for Dog Lovers Fetches New Users

In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the co-founder of Dig Dates, a dating app for dog lovers. They’ve recently rolled out a cat companion app as 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, the show includes free guided lessons and listener Q&A several days each week. 🎧 Show notes: SideHustleSchool.com Email: [email protected]...

Aug 05, 20219 minEp. 1678

#1677 - Q&A: Did you hear about the $20 million podcast deal?

A lister has heard about a $20 million podcast deal—did that really happen?? Also, are some podcast genres or categories more profitable than others? 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: [email protected] Be on the show: SideHustleSchool.com/questi...

Aug 04, 20215 minEp. 1677

#1676 - Former Lego Instructor Makes Real Play Money

When a Lego educator has his job deconstructed due to COVID, he applies his skills in positive psychology to build a series of playful corporate workshops. 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: [email protected] Be on the show: SideHustleSchool.com/...

Aug 03, 20218 minEp. 1676