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

#1516 - Q&A: How do you determine your customer’s emotional needs? 24.02.2021 7:06

Today’s listener is inspired to learn more about the “core emotional needs” of a potential customer, but isn’t sure how to do it or what to do with the info. Are these needs always the same, or do they vary? 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 lesson...

#1515 - Photo Retoucher Strikes Gold with Etsy Shop 23.02.2021 7:38

After getting furloughed, a working mom grows her foiled stationery business to five figures. 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...

#1514 - Q&A: Should I create a course on how to get out of a timeshare? 22.02.2021 6:49

Today’s listener has an idea to help people break free of the shackles that come with a timeshare contract. 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: SideHustleScho...

#1513 - Dorm Room Side Hustle Grows Into Full Agency 21.02.2021 7:57

When a college student starts booking guests on podcasts, he graduates as the owner of a company, paying off his student loans in the process. 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: #SideHustl...

#1512 - Q&A: How can I teach a Japanese chess game? 20.02.2021 5:13

An avid fan of Shogi—a strategy game sometimes known as Japanese chess—wants to popularize his hobby and get paid at the same 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 several days each week. Share: #SideHustleSchool Sho...

#1511 - Failure Friday: A Global Customs Snafu During Childbirth 19.02.2021 7:46

Brand new segment alert! We’re kicking off a new feature called “Failure Friday.” In the inaugural installment, hear from a Canadian tea merchant with a shipment that gets stuck at the U.S. border … while she’s giving birth to her first child. 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,...

#1510 - TBT: Wisconsin Beer Lovers Sell Coasters & More 18.02.2021 7:26

In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a Wisconsin native who sells coasters, glasses, and other products related to beer. 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...

#1509 - Q&A: How to use TaskRabbit to build a client base? 17.02.2021 5:14

A listener is earning extra money by doing handyman chores through TaskRabbit, and wants to strike out on his own. Can he encourage his clients to contact him outside of the app? 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 severa...

#1508 - Utility Planner Earns $300,000 From YouTube Channel 16.02.2021 7:41

When a utility planner sees his colleagues living paycheck to paycheck, he starts a Youtube channel to educate people in finance—and ends up cashing in. 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:...

#1507 - Q&A: Can you still get paid to post pins on Pinterest? 15.02.2021 6:00

An early Side Hustle School episode featured a woman who earned $40,000 pinning images on Pinterest. Is this business model still feasible? 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: #SideHustleSc...

#1506 - Remote Airbnb Host Automates Rental Process 14.02.2021 7:58

An Australian living in the Caribbean uses software to manage Airbnb property rentals from 10,000 miles away. 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: SideHustleSc...

#1505 - Q&A: How can I sell my own crossword puzzles? 13.02.2021 5:26

A listener is all crossed up in her quest to make and sell crossword puzzles. 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: @chrisguillebe...

#1504: Q&A: Can I make an audio-only learning course (no video!)? 12.02.2021 5:25

YouTube is huge, but watching video requires more attention than listening to audio. Since podcasts remain popular, might there be room for audio-only courses? 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. ...

#1503 - TBT: P.E. Teacher Becomes Full-Time Sports Gear Reseller 11.02.2021 8:11

In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a teacher who buys and resells sports equipment, earning up to $8,000 month. 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. Sha...

#1502 - Q&A: How to become an eSports commentator? 10.02.2021 5:03

The business of eSports is a billion dollar industry, and today’s caller wants a piece of the Starcraft action. How can he break in? 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 Sh...

#1501 - “Ordinary Dude” Creates Meditation Books for Men 09.02.2021 7:33

A long-time fan of meditation writes and publishes guidebooks for “ordinary dudes”— complete with a beer can on the cover. 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:...

#1500 - We Made It! +3 Powerful Steps to Help You Take Action 08.02.2021 7:19

We made it to Episode #1,500! Let’s make the rest of the year even more momentous—this episode includes three practical steps you can take right now. 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: #S...

#1499 - Model Turns Designer With Travel-Inspired Jewelry 07.02.2021 7:57

Stuck at home during the pandemic, a fashion model learns to sell non-binary, unisex jewelry inspired by his travels. 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: Side...

#1498 - Q&A: How do I go from bath toy idea to manufactured product? 06.02.2021 6:56

A listener in the U.K. is inspired to design and manufacture a bath toy! How can she create a sud-sational product? 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: SideHu...

#1497 - Q&A: How much money do 'mommy Instagrammers' make? 05.02.2021 6:48

Today’s caller opens the door to a controversial topic: mommy Instagrammers. Among other things, she wants to know how the most popular accounts get paid. Let’s find out! 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...

#1496 - TBT: “Dog Threads” Designer Chases Coordinated Outfits 04.02.2021 7:05

In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a woman who designs and sells matching clothes for dogs and their owners. 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:...

# 1495 - Q&A: How to host Pay-to-Play Fortnite parties? 03.02.2021 5:10

A young listener wants to host pay-to-play Fortnite parties in his basement. Let’s see if we can help him level-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 week. Share: #SideHustleSchool Show notes: SideHu...

#1494 - Polyglot Conjugates Verbs for Hundreds of Clients 02.02.2021 7:52

A project manager who speaks nine languages (!) earns an extra $50,000/year through her tutoring and translation 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 notes: S...

#1493 - Q&A: How can I sell my service to improve notetaking? 01.02.2021 6:34

Today’s caller hopes to monetize his ability to help people remember and recall what they learn. What might be the best opportunity? 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 S...

#1492 - Engineer Sells His Sole To Aspiring Barefooters 31.01.2021 8:38

After getting sore feet while using his standup desk, an engineer creates an inner sole for his shoes, becoming the sole-proprietor of a successful 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. ...