Chris Guillebeau

Side Hustle School

Business EN ↓ 3536 episodes

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.

Author

Chris Guillebeau

Episodes

#1417 - Bookstore Employee Crafts Paper Bead Jewelry 17.11.2020 7:59

When an art student and bookstore employee looks for ways to supplement her income, she invents a new art form making paper beads from popular books. 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. Share: #Si...

#1416 - CLASSROOM: Troubleshooting—What If It Doesn’t Work? 16.11.2020 9:34

What if your idea, product, or service doesn’t work out? These tips will help you turn a misstep (or even a disaster!) into positive momentum for your next attempt. 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...

#1415 - Shabbat Shalom! Marketer Creates Day-of-Rest Subscription Box 15.11.2020 7:55

After dropping off supplies to assist friends in virtually celebrating Shabbat, a marketing specialist creates a “Mensch box” to help others experience the Jewish day of rest. 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 da...

#1414 - Q&A: Can you deduct side hustle losses from your federal income taxes? 14.11.2020 4:37

This listener’s new side hustle lost money this year. Hopefully that will change in 2021, but for now—is there a silver lining in being able to deduct losses from his income taxes? 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 sever...

#1413 - Q&A: How to make money from Spotify playlists? 13.11.2020 5:57

Today’s listener wants to curate playlists on Spotify and get paid for it. Is that a thing? 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. Share: #SideHustleSchool Show notes: SideHustleSchool.com Twitter:...

#1412 - TBT: Nomadic Family Cooks Up Profit With Italian Housewares 12.11.2020 7:25

In this week’s “Throwback Thursday / Where are they now?” segment, we hear from an Italian American who sells a line of imported housewares from his homeland. 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. ...

#1411 - Q&A: How to market a controversial topic? 11.11.2020 4:46

Today’s listener is trying to help families mend fractured relationships—and for some reason, Google thinks this is so controversial that they won’t allow her to advertise. What should she do? 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...

#1410 - Dancer Steps Up With Blinged Out Costumes 10.11.2020 7:05

When a freelance dancer decides to hang up her boots for a calmer life, she waltzes right into a costume making hobby that turns profitable. 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. Share: #SideHustleS...

#1409 - Q&A: My idea isn’t working … what’s the best way to move on? 09.11.2020 4:43

What happens when your first, second, and third ideas all fail to achieve your desired results? 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. Share: #SideHustleSchool Show notes: SideHustleSchool.com Twitte...

#1408 - Physician Assistant Peru-ses Machu Picchu Treks 08.11.2020 8:41

When an orthopedics assistant befriends his local guide while trekking to Machu Picchu, they decide to start a tourism service together. 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. Share: #SideHustleSchoo...

#1407 - Q&A: Can I get paid to help people learn to complain better? 07.11.2020 6:05

Today’s listener is good at complaining to big companies when something goes wrong. Is there a way he can profit from teaching this skill? 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. Share: #SideHustleSch...

#1406 - Q&A: How do I deal with a chargeback? 06.11.2020 5:41

Oh no! Our listener received a chargeback from the payment processor she uses to accept credit cards. Is there anything she can do about 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. Share: #SideHustleS...

#1405 - TBT: “Life’s Not Fair”: Children’s Books About Real-Life 05.11.2020 7:18

In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the co-founder of an unconventional children’s book publisher. 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. Share: #SideHust...

#1404 - Q&A: Should I update my LinkedIn profile to better match my side hustle? 04.11.2020 4:47

Today’s listener has started a podcast for dog lovers. She’s wondering if she should update her LinkedIn profile to remove references to her academic work. What’s the best answer? 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 sever...

#1403 - Texas Designer Creates “Flags For Good” 03.11.2020 7:20

It’s election day in the U.S.! In this story: a designer and long-time flag enthusiast uses his passion to create “flags for good,” advancing a message of positive change. 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...

#1402 - CLASSROOM: Sourcing Products Using Alibaba 02.11.2020 11:37

How can you buy and resell products from an overseas manufacturer? These six tips will get you started. 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. Share: #SideHustleSchool Show notes: SideHustleSchool.co...

#1401 - Pharmacist Provides Formula For Aspiring Technicians 01.11.2020 8:28

An ambitious pharmacist creates an online course for aspiring pharmacy techs. 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. Share: #SideHustleSchool Show notes: SideHustleSchool.com Twitter: @chrisguillebea...

#1400 - Q&A: Should I create a website for medical coders? 31.10.2020 5:52

***EPISODE 1,400!!*** Today’s listener is working on a website that helps medical coders earn free continuing education (CE) credit. How could this project be monetized? 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...

#1399 - Q&A: Should I keep politics out of my business? 30.10.2020 5:06

A listener yearns for the days when he could express his support for a political candidate while still maintaining positive relationships with friends and neighbors who disagreed. Now that he has a side hustle in the midst of a divisive election, he’s wondering if he should just keep his mouth shut. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who...

#1398 - TBT: Minimalist Backpacks With a Cause 29.10.2020 7:26

In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a married couple who sells minimalist backpacks. Their business has grown quite a lot since we last heard from 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 liste...

#1397 - Q&A: 2020 has been overwhelming. What’s the outlook for next year? 28.10.2020 5:52

Today’s caller has noticed something: 2020 has been ridiculous! He’s wondering what comes next and how we can find opportunities in the uncertainty. 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. Share: #Sid...

#1396 - Attorney Shutters Day Job In Favor Of Photography 27.10.2020 7:33

When an antitrust attorney loses interest in her day job, she captures the moment in profitable portrait photography. 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. Share: #SideHustleSchool Show notes: SideH...

#1395 - Q&A: Should I pay a publicist to book me as a podcast guest? 26.10.2020 6:39

Today’s caller is trying to build her brand as a lifestyle coach. Should she hire a publicist to book her as a guest on podcasts? 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. Share: #SideHustleSchool Show...

#1394 - “Decision Coach” Makes Money By Making Decisions 25.10.2020 7:45

After being asked by her friends and family to give them straightforward advice, a writer decides to see if she can get paid to make decisions for other people. 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....

#1393 - Q&A: How can I use my degree with my side hustle? 24.10.2020 6:16

A caller from the U.K. is wondering about how to use his degree in sport and exercise science in marketing a coaching service. 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. Share: #SideHustleSchool Show no...