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

#1171 - CLASSROOM: Finding Time to Work on Your Hustle 16.03.2020 11:13

Where does the time go?? It’s a common concern of busy side hustlers—how can you find the time you need to make short-term changes that will benefit you for years to come? 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 e...

#1170 - Q&A: How can I collect a security deposit from my customers? 15.03.2020 6:26

Beware the Ides of March! Today’s caller makes giant lawn games, and wants to rent them out for events—but he has a concern about collecting a security deposit. 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....

#1169 - Expat Creates LGBTQ+ Events and Community 14.03.2020 8:23

She was living the digital nomad dream, but something was missing: community. When she discovered there were no conferences for LGBTQ+ entrepreneurs, she made one. 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...

#1168 - Q&A: Should I pay someone to build my website? 13.03.2020 4:41

Today’s caller is wondering about how other people make their websites—are they doing it on their own, or do they pay someone? (And how do you decide which approach is best for you?) 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 sev...

#1167 - TBT: Military-Themed Teddy Bears Help Kids Hibernate 12.03.2020 6:14

In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the founder of ZZZ Bears, which makes teddy bears for military families to help kids sleep at night. 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 seve...

#1166 - Q&A: Is it okay to use SquareSpace for my new website? 11.03.2020 4:32

This listener is getting ready to start his project, but is wondering about which website platform to choose. He’d like to use SquareSpace—is that a good 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. ...

#1165 - From $11/hr Barista To Six Figure Copywriter 10.03.2020 7:55

When this Austinite starts a coffee blog and becomes a barista at a local cafe, he has no idea his two hustles would merge into an $8,000/mo dream job. 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:...

#1164 - CLASSROOM: The MVP of Minimum Viable Products 09.03.2020 9:59

Let’s break it down: what do you REALLY need to launch your product or service in the next 30-90 days? 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...

# 1163 - Q&A: Feeling overwhelmed with tech tools … what to do?? 08.03.2020 6:41

This listener has a side hustle teaching data analytics, and wants to grow—but he’s feeling overwhelmed with all the necessary tools. How can he choose the right resources without becoming fixated on 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 a...

#1162 - Programmer Automates Profit With Birthday Reminders 07.03.2020 8:07

A software developer celebrates when his automatic birthday greeting software gives him the ultimate present: extra monthly 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. Share: #SideHustleSchool Sho...

#1161 - Q&A: Can I pursue public speaking as a side hustle? 06.03.2020 6:20

This listener wants to get paid for public speaking, and he’s got a good story to share … but does he need a more specific topic? 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...

#1160 - TBT: Aussie Sketches Old Homes for New Money 05.03.2020 9:36

In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a designer in Australia who sketches and sells illustrations of houses. Her side hustle is now her full-time focus! 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 listene...

#1159 - Q&A: Any tips for feeling burned out after work? 04.03.2020 5:16

We’ve all been there: feeling tired and burned out at our jobs. Today’s caller is exhausted at the end of the day and wants to make a big change, but just ends up watching TV. What can he 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 Q&...

#1158 - Nurse Doubles Income By Becoming Eyelash Artist 03.03.2020 7:23

When a nurse goes in search of something to keep her busy on her days off, she learns how to apply eyelash extensions—and ends up doubling her 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. Share:...

#1157 - CLASSROOM: Give The People What They Want 02.03.2020 9:44

As you move from thinking about ideas to designing a real offer, don’t give people what you think they need—give the people what they really want. 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...

#1156 - Out-of-Work Writer Turns to Profitable Poetry 01.03.2020 7:08

When a down-on-his-luck writer composes impromptu poems for strangers in the street, he puts smiles on the faces of everyone he meets. 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...

#1155 - Q&A: Should I sell or hold on to my 5-letter domain name? 29.02.2020 6:06

Happy Leap Day! Today’s listener is holding onto an asset—a 5-letter domain name. He’s got an offer to sell it for $2,500. Should he take the money and run? 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...

#1154 - Q&A: How can I source items for a toiletry kit … and should I crowdfund? 28.02.2020 5:15

This listener wants to start a “bring-your-own-hygiene” kit for public restrooms. How would she get started, and is crowdfunding a good option for this project? 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. ...

#1153 - TBT: Bridesmaid-for-Hire Keeps Walking Down the Aisle 27.02.2020 8:13

In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the woman behind Bridesmaid-for-Hire, one of our most popular episodes in year one. Her business has grown a lot since then … but she’s also learned some lessons in simplifying. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their jo...

#1152 - Q&A: Tell us more about the spreadsheet guy … why did it work? 26.02.2020 5:52

Many years ago, “the spreadsheet guy of India” gained internet fame after being featured in The $100 Startup. What was so compelling about his business idea—and does his idea still 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&...

#1151 - Skincare Woes Lead Moody Sisters to Picky Products 25.02.2020 6:49

When two sisters are unable to find the perfect skincare products for their needs, they embark on a DIY quest to test hundreds of recipes. 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...

#1150: CLASSROOM: Three Elements of Every Strong Offer 24.02.2020 10:03

Every compelling offer has three elements: a promise, a pitch, and a price. For any product or service you sell, make sure you know 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 listener Q&A several days each week. Share: #SideHustleScho...

#1149 - Bookkeeper Begins Banking Bonus Income 23.02.2020 7:21

When an administrative assistant is asked by her boss to learn QuickBooks to save on bookkeeping costs, it ends up becoming the gateway to a new career. 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:...

#1148 - Q&A: Where do I begin if I want to make an app? 22.02.2020 6:51

This listener wants to make an app, but needs some help knowing where to start. 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: @chrisguilleb...

#1147 - Q&A: How to grow a YouTube channel with 121,000 subscribers? 21.02.2020 5:51

This Australian listener already has a very popular home cooking YouTube channel with more than 100,000 subscribers. He’s now looking to expand his reach further. What comes next?? 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...