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

#1466 - Family Trio Makes Marvelous Mask Magnets 05.01.2021 7:15

When a family looks for a way to jazz up their protective masks, they become attracted to magnetic charms. Mask and you shall receive! 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...

#1465 - Q&A: Is it better to have more projects or a single focus? 04.01.2021 6:18

It’s the age-old question: how many side hustles should you try to tackle at once—and is there any process-driven way to make this decision? 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: #SideHustle...

#1464 - Cooped Up Nomads Start Online Cooking School 03.01.2021 7:33

A traveling couple pulls the ultimate pandemic pivot, helping a friend transition her Tuscan cooking classes into an online school. 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...

#1463 - Q&A: How to get 2021 off to a better start? 02.01.2021 5:47

We all know how 2020 went. What can we do to make a fresh start in the new 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. Share: #SideHustleSchool Show notes: SideHustleSchool.com Twitter: @chrisguille...

#1462 - Principles of Side Hustle School: A New Year Begins! 01.01.2021 7:26

Time flies! For year five, we’re continuing with more listener interaction and introducing a few surprises. 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...

Welcome to Side Hustle School 01.01.2021 1:30

Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. It's free and has been published every single day since January 1, 2017. 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: Side...

#1461 - Farewell, 2020: It’s Been Real 31.12.2020 5:36

Happy New Year’s Eve. What a year it’s been! 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: @chrisguillebeau To learn more about listener d...

#1460 - Q&A: What separates small earners from big ones? 30.12.2020 7:33

Every Side Hustle School story features someone who earns at least $500 a month apart from their day job. But some people earn a lot more, earning six or even seven figures from their side hustle. A listener wants to know: what separates small earners from big ones? Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting...

#1459 - Steady Grind Leads to Sustainable Side Income 29.12.2020 7:25

After initially delving into web design out of sheer curiosity, this engineer now uses these skills to bring in $40,000 a year on the side. 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...

#1458 - Q&A: Does the "Evernote Essentials" model still work? 28.12.2020 5:55

Years ago, a simple user manual turned into a huge moneymaker for one savvy Evernote user. Can you still profit from writing a guide to a popular software program? 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 wee...

#1457 - GOALLL! Corporate Filmmaker Moonlights as Soccer Ref 27.12.2020 8:31

When a young soccer fan can’t find his feet for the game, he gets the ball rolling on becoming a referee instead, making money from the sidelines. 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: #SideH...

#1456 - Q&A: Should I use side hustle income for a retirement fund? 26.12.2020 4:52

Today’s listener is wondering about using side hustle income specifically for her retirement fund. Is there anything specific that might be good to 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 guided lessons and listener Q&A several days each week. Share:...

#1455 - SPECIAL Q&A: Caller from Finland Requests Help with Global Present Delivery 25.12.2020 4:11

A bearded man from Finland calls in to discuss a change in business model. Kids don’t want to receive hand sanitizer for Christmas! 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...

#1454 - TBT: Crafty Headbands Fly Off the Shelves 24.12.2020 8:51

In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a crafty New Yorker who sells thousands of headbands. She won’t quit while she’s ahead! 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...

#1453 - Q&A: How to earn from a directory of bank signup bonuses? 23.12.2020 5:09

Today’s caller earned $300 from opening a bank account, and it got him thinking: free money is good! Might there be a way to earn even more by helping other people take advantage of these incentives? 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...

#1452 - Reddit Post Inspires Airbnb Cleaning Service 22.12.2020 7:27

Inspired by a post on Reddit, a Los Angeles man picks up the knowledge to start his own cleaning 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: SideHustleSchool....

#1451 - Q&A: Working through anxiety and “2020 fatigue.” 21.12.2020 5:38

A listener is drained, discouraged, and disheartened with the continued struggle of 2020. How have other people managed to overcome 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. Share: #SideHustleScho...

#1450 - Recruiter Gives Pink Slip to Boring Resumes 20.12.2020 7:45

After helping a number of job-seeking friends, a recruiter decides to monetize her resume skills. 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 Twit...

#1449 - Q&A: What does "Proposition 22" mean for independent contractors? 19.12.2020 5:47

California’s voters recently approved Proposition 22, changing the rules for some independent contractors who work for companies like Uber and DoorDash. But this change affects others as well, and not just in California. What does it mean? 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 s...

#1448 - Q&A: Is there a better way to do local restaurant delivery? 18.12.2020 4:30

Today’s caller has been frustrated with the big food delivery services, and is wondering if there’s a better way. 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: SideHust...

#1447 - TBT: 3D Printing Enables Distance Learning Materials 17.12.2020 8:30

In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a pediatrician who creates an educational tool to help kids with STEM learning. With so much distance education taking place, she’s had to make a major adjustment to her sales model. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting the...

#1446 - Q&A: How to quickly get to market with a distance learning guide? 16.12.2020 6:04

Today’s caller is developing a guide to help parents and teachers with distance learning. This is an urgent need and he wants to move quickly! 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...

#1445 - Financial Planner Moonlights as Trivia Host 15.12.2020 7:12

When a new financial planner looks for a way to grow his clientele, he begins to host trivia nights—going on to earn a side income that’s never been questioned. 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....

#1444 - CLASSROOM: Revisiting Key Lessons (Part II) 14.12.2020 10:30

What a year it’s been! In the second part of this two-part series, we reflect on the key lessons from the 2020 Classroom series. 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...

#1443 - Graphic Designer Documents Remote Earnings 13.12.2020 7:34

When an Australian graphic design graduate lands a freelancing gig sprucing up business and marketing reports, she draws enough confidence to chart a full time nomadic lifestyle. 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...