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

#1292 - Q&A: Should I publish a daily audio diary about writing a book? 15.07.2020 5:21

Today’s listener has an idea to work on a new book and share their journey along the way. How can they do this, and is it 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. Share: #SideHustleSchool...

#1291 - Recruiter Moonlights on HR Jobs Marketplace 14.07.2020 8:30

After freelancing for five years, an HR and recruitment consultant launches a platform to help employers find the talent they need. 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...

#1290 - CLASSROOM: Forecast Your Profit on a Napkin 13.07.2020 9:42

Your side hustle MUST have a clear plan to make money. By using a simple estimating tool to forecast profit and expense, you’ll be able to make decisions with far more confidence. 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...

#1289 - Social Media Fan Ties the Knot with Wedding Marketing 12.07.2020 7:28

When a longtime social media fan (hello, AOL!) looks to add creativity into her life, she combines her passion for weddings and her skills in online communication. 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...

#1288 - Q&A: How did THE MONEY TREE launch go? 11.07.2020 5:40

A listener checks in to ask how my recent pandemic-timing book launch went. Short version: it was challenging! 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...

#1287 - Q&A: How to sell an online birth preparation course? 10.07.2020 7:14

A couple in the UK seeks advice on a birth preparation program course they’ve been revisiting in recent months. 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: SideHustle...

#1286 - TBT: Man Makes $100,000, Five Dollars at a Time 09.07.2020 7:07

In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a man who specializes in naming businesses. He started out *selling jokes* for $5/each on Fiver, but he’s come a long way since then. 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...

#1285 - Q&A: Can you say more about imposter syndrome? I’m still struggling! 08.07.2020 6:26

Today’s listener has no shortage of ideas, but feels held back by her own beliefs. This is a common problem … what’s the solution? 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...

#1284 - Office Manager Cleans Up With Etsy Soap Store 07.07.2020 7:19

A seasoned traveler takes a soap-making course while living in China. Years later, she proves that soap springs eternal by starting a sudsational Etsy store. 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. ...

#1283 - Q&A: How should I launch a gift box service for new moms? 06.07.2020 4:47

A listener has an idea to sell gift boxes to new moms. Should she start selling on Etsy, make her own website, or something else? 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...

#1282 - Dancer Waltzes Into Staffing Agency for Performers 05.07.2020 8:16

When an aspiring dancer moves to New York City to make it big, she avoids becoming another broke performer by working odd side jobs—then helps her colleagues do the same. 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...

#1281 - Q&A: How should my students register for an online art class? 04.07.2020 4:30

When it comes to DIY website building tools (Squarespace, Wix, etc.), many of them have similar features. Is the same true of online registration tools? 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: #...

#1280 - Q&A: Help! People keep stealing and reposting my photos 03.07.2020 5:52

A listener is a photographer who’s concerned about people reposting their images without permission. What’s the best response in these situations? 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: #SideHu...

#1279 - TBT: These “Sweatpant Overalls” Produce Joy and Extra Pockets 02.07.2020 8:08

In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the man who brought sweatpant overalls for men (really!) to America. 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...

#1278 - Q&A: What to do with an app for Apple Watch? 01.07.2020 5:21

One of our listeners has developed an app for the Apple Watch. So far it’s moderately successful—what should he do 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 several days each week. Share: #SideHustleSchool Show notes: Si...

#1277 - Volunteer Turns Good Deeds Into Paid Consulting 30.06.2020 8:19

When an Indian sales professional begins offering free advice on Quora, he discovers a valuable skill he can get paid for. 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:...

#1276 - CLASSROOM: How to Avoid Getting Stuck 29.06.2020 10:28

To be “stuck” means you’ve reached an impasse, obstacle, or limitation that hinders your progress. In this Classroom feature, learn five tips to avoid this condition *before* you encounter 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...

#1275 - IT Manager Gains Income After Losing Weight 28.06.2020 8:50

When a desk worker finally manages to get in shape, he starts a personal training side biz that inspires others. 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: SideHustle...

#1274 - Q&A: What have you learned from YouTube Live? 27.06.2020 7:00

I recently finished a 30-day experiment of going live on YouTube every day to teach a short lesson and answer questions. What did I learn, and what would I do differently? 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...

#1273 - Q&A: How to make a prototype for a physical product? 26.06.2020 5:33

Our listener today is starting a side hustle that requires a physical product, and he’s wondering… how can he make a prototype? Does he even need 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 week. Share: #S...

#1272 - TBT: Bestselling Author Publishes Novels, Online Courses, and More 25.06.2020 9:06

In this week’s “Throwback Thursday / Where are they now?” segment, we hear from an incredibly productive author who writes novels in the morning and makes online courses in the afternoon. Lots of lessons here! 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...

#1271 - Q&A: What’s the best way forward in the Knowledge Economy? 24.06.2020 5:56

It’s been a couple of decades since people have been talking about globalization and ecommerce. But it can also feel overwhelming, so what’s the best way to get 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 eac...

#1270 - Brooklyn Academic Learns To Upcycle Fine China 23.06.2020 7:37

After stumbling across a collection of fine china being thrown away, an out-of-work academic learns to upcycle similar items into tiered cake stands. 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...

#1269 - CLASSROOM: Dealing with Unsupportive Family Members 22.06.2020 10:44

What if your family doesn’t support your side hustle? It’s not an uncommon situation, and you don’t need to choose between your dream and the people you love. This episode will show you three ways to survive without compromising on your values. 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,...

#1268 - Sophomores Stitch Together Custom T-Shirts 21.06.2020 7:04

When two college students look to start a business, they roll up their sleeves and create a custom t-shirt company—totally off the cuff! 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...