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

#1219 - Tasmanian Insurance Manager Sells Reusable Cutlery Holders 03.05.2020 7:48

An insurance manager sets out to make reusable cutlery more convenient, overcoming obstacles on her way to earning $2,000/month 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: #SideHustle...

#1218 - Q&A: I'd like to sell a toolkit to sole proprietors ... what do you think? 02.05.2020 4:50

Today’s listener has an idea to sell a toolkit to help sole proprietors become more efficient. What are the pros and cons of this idea? 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...

#1217 - Q&A: Is reselling gift cards a viable idea? 01.05.2020 3:50

Today’s listener is thinking about buying and reselling unused gift cards. It sounds like an interesting idea, but is he missing something obvious? 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: #Side...

#1216 - TBT: Clothing Design Co. Adapts to COVID-19 30.04.2020 7:26

This ambitious textile designer expanded her business into a retail shop right before the coronavirus hit—how is she adapting? 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 not...

#1215 - Q&A: Where and how do I promote my new app? 29.04.2020 6:34

Today’s caller is wondering about where to promote a wellness app she’s made. How is promoting an app different from anything else … or is 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: #SideHust...

BONUS: Small Business Strategies During COVID-19, PART I 29.04.2020 12:34

How are small businesses doing in the wake of COVID-19? It turns out that some are struggling (a lot), others are thriving, and many others are trying to adapt. This special 3-part series is brought to you by Dell Technologies. To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.c...

#1214 - Writing Teacher Rolls Dice On Metaphor Game 28.04.2020 7:08

As a writing teacher struggles to help his students understand metaphors, he creates a dice game that opens a door to their creativity. 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...

#1213 - CLASSROOM: Questions to Ask Manufacturers and Vendors 27.04.2020 8:54

If you end up working with a manufacturer, overseas factory, or some other vendor—what do you need 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: #SideHustleSchool Show notes: SideHustleScho...

#1212 - Choreographer Moonlights as Voiceover Artist 26.04.2020 6:44

You won’t voice any objections when you hear how this freelancer uses her theatre training to earn six-figures after hours. 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...

#1211 - Q&A: What can I do with an email list? 25.04.2020 5:14

Today’s listener has a coaching service for writers, and has been diligently building an email list—but now she wonders what she should be using it for. What’s the next step? 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 day...

#1210 - Q&A: Should I quit my job and go full time with my hustle? 24.04.2020 6:10

It’s a great place to be: your side hustle is earning as much money as your job does. But what comes next … and how do you navigate this choice? 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: #SideHus...

#1209 - TBT: Urban Hiker Leads Tours (and Writes a Book!) in San Francisco 23.04.2020 9:43

In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a woman with two successful hustles. Adapting to a changing world, she’s able to thrive even in the midst of COVID-19 challenges. 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 less...

#1208 - Q&A: How to ethically source products made in overseas factories? 22.04.2020 7:02

There are lots of advantages to sourcing a product from an overseas factory—but how do you know the working conditions are fair and environmentally responsible? 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. ...

#1207 - Couple Crumbles Debt with Gourmet Cookies 21.04.2020 6:03

In search of a side hustle, this husband and wife team bake their way to sweet success. 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: @chr...

#1206 - CLASSROOM: The 6 Factors of Persuasion, Part II 20.04.2020 10:40

PART II: Learning to be persuasive is a scientific process based on six characteristics. This is high-impact knowledge! Applying these lessons WILL make a difference in the offers you create. 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...

#1205 - Avid Baseball Fan Hits Home Run With Subscription Box 19.04.2020 8:06

When an avid baseball fan spots the growing subscription box trend, he steps up to the plate and hits it out of the park. (Because where else would he hit 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. ...

#1204 - Q&A: How do I maintain a pandemic boost in business? 18.04.2020 6:04

Call it the Corona bump! Today’s listener has been experiencing high demand for her online classes during the COVID-19 pandemic. What could she do to maintain this growth as we move forward? 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&...

#1203 - Q&A: Should I start a hustle with my best friend? 17.04.2020 5:31

“We get along great … should we start a side hustle together?” It’s a common question from listeners, but there’s a clear way to answer it. Here’s a two-part test you can take to know whether partnership or going solo is your best option. 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...

#1202 - TBT: Hair Ties and Shampoo for Men with Long Hair 16.04.2020 9:53

In this week’s “Throwback Thursday / Where are they now?” segment, we’ll hear from a man on a mission to create “hair equality.” 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...

#1201 - Q&A: Why bother with Amazon’s affiliate program? 15.04.2020 5:55

Today’s listener is wondering about Amazon.com’s affiliate program. If they only have a Pinterest account, why should they bother signing up for referral links? 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. ...

#1200 - B&B Owner Prefers Property Management Profits 14.04.2020 8:03

After this listener quickly achieves success with her eco-friendly B&B, she makes a booking with a six-figure side hustle managing other rentals. 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: #...

#1199 - CLASSROOM: The 6 Factors of Persuasion, Part I 13.04.2020 12:30

Learning to be persuasive is a scientific process based on six characteristics. This is high-impact knowledge! Applying these lessons WILL make a difference in the offers you create. 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 se...

# 1198 - Nurse Relieves Stress, Earns Cash from Custom Cookie Cutters 12.04.2020 7:11

Trading scrubs and a stethoscope for baking sheets, this RN who works remotely for a medical device company also sells custom cookie cutters. 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...

#1197 - Q&A: What do you think about multi-level marketing? 11.04.2020 5:42

Dun dun dun … a listener asks a question that’s sure to generate a flood of emails in my inbox. Her cousin is into MLM and wants her to join his network—should she? 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...

#1196 - Q&A: Tips for working at home?? 10.04.2020 7:12

Here’s a question I’ve been getting over and over as we all adapt to a new way of life: what are some tips for working at home, especially when it’s unfamiliar and you’re still getting used to 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 listen...