Side Hustle School - podcast cover

Side Hustle School

Chris Guillebeau sidehustleschool.com
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.

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Episodes

#1400 - Q&A: Should I create a website for medical coders?

***EPISODE 1,400!!*** Today’s listener is working on a website that helps medical coders earn free continuing education (CE) credit. How could this project be monetized? 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...

Oct 31, 20206 minEp. 1400

#1399 - Q&A: Should I keep politics out of my business?

A listener yearns for the days when he could express his support for a political candidate while still maintaining positive relationships with friends and neighbors who disagreed. Now that he has a side hustle in the midst of a divisive election, he’s wondering if he should just keep his mouth shut. 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...

Oct 30, 20205 minEp. 1399

#1398 - TBT: Minimalist Backpacks With a Cause

In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a married couple who sells minimalist backpacks. Their business has grown quite a lot since we last heard from 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: #SideHustleSchool Show notes: SideHustleSchool.com Twitter...

Oct 29, 20207 minEp. 1398

#1397 - Q&A: 2020 has been overwhelming. What’s the outlook for next year?

Today’s caller has noticed something: 2020 has been ridiculous! He’s wondering what comes next and how we can find opportunities in the uncertainty. 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 ...

Oct 28, 20206 minEp. 1397

#1396 - Attorney Shutters Day Job In Favor Of Photography

When an antitrust attorney loses interest in her day job, she captures the moment in profitable portrait photography. 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 data and our privacy practices ...

Oct 27, 20208 minEp. 1396

#1395 - Q&A: Should I pay a publicist to book me as a podcast guest?

Today’s caller is trying to build her brand as a lifestyle coach. Should she hire a publicist to book her as a guest on podcasts? 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 data and our privac...

Oct 26, 20207 minEp. 1395

#1394 - “Decision Coach” Makes Money By Making Decisions

After being asked by her friends and family to give them straightforward advice, a writer decides to see if she can get paid to make decisions for other people. 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 abo...

Oct 25, 20208 minEp. 1394

#1393 - Q&A: How can I use my degree with my side hustle?

A caller from the U.K. is wondering about how to use his degree in sport and exercise science in marketing a coaching 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.com Twitter: @chrisguillebeau To learn more about listener data and our privacy p...

Oct 24, 20206 minEp. 1393

#1392 - Q&A: How can I produce in-person experiences when people are afraid?

If you’re producing a safety-conscious event, how can you market it in a way that overcomes the fear many people have during the pandemic? 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 data and o...

Oct 23, 20207 minEp. 1392

#1391 - TBT: Physician Designs Plush Toys to Teach Anatomy

In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a doctor who makes plush toys in the shape of human organs to teach kids about the body. 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 ...

Oct 22, 20209 minEp. 1391

#1390 - Q&A: Should I accept Bitcoin as a payment method?

Today’s listener is wondering about Bitcoin, the world’s best known cryptocurrency—should he accept it as payment for his new 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 several days each week. Share: #SideHustleSchool Show notes: SideHustleSchool.com Twitter: @chrisguillebeau To learn more about listener data and our priva...

Oct 21, 20205 minEp. 1390

#1389 - Marketing Guy Isn’t Afraid Of Ghostwriting

After a partner in a marketing firm fulfills a lifelong dream of writing his own novel, he begins ghostwriting for others, penning children’s books and even poetry. 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...

Oct 20, 20207 minEp. 1389

#1388 - CLASSROOM: Dealing with Customer Complaints

“Oh no, I got a complaint!” Every side hustler worries about it, but dealing with complaints doesn’t need to be overwhelming. These three strategies will help you make most customers happy, *and* to know when to stand your ground. 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 n...

Oct 19, 20209 minEp. 1388

#1387 - Off Road Enthusiast Wanders Into Profit

When a mechanical engineer and 4x4 fanatic tries to save money on his Jeep upgrades, he wrangles with local vendors for free parts—and winches himself to a new source of 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 Show notes: SideHustleSchool.com Twitter: @chrisguillebeau ...

Oct 18, 20208 minEp. 1387

#1386 - Q&A: My product is selling on Amazon … but how can I get more attention?

A listener from Singapore sells biodegradable party cups with cheerful designs. She’s selling them on Amazon, and wondering how to get noticed by more people. 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...

Oct 17, 20205 minEp. 1386

#1385 - Q&A: Are there other types of digital assets?

Our story of a woman in New Zealand who sells virtual paint brushes for iPad users was very popular, and a listener is wondering: are there any other “digital assets” that can be made for resale? 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:...

Oct 16, 20206 minEp. 1385

#1384 - TBT: Florist Offers Nationwide, DIY Wedding Flowers

In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a wedding florist in Oklahoma who has a creative idea to offer DIY wedding flowers to brides across the country. 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: @c...

Oct 15, 20209 minEp. 1384

#1383 - Q&A: How can I monetize a site for fans of Black superheroes?

A listener wants to build a fan site showcasing Black superheroes from DC and Marvel comics—how can he make money from 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: #SideHustleSchool Show notes: SideHustleSchool.com Twitter: @chrisguillebeau To learn more about listener data and our privacy pract...

Oct 14, 20206 minEp. 1383

#1382 - Insurance Manager Finds New Shelves for Old Antiques

After selling an unwanted collection of antiques, an insurance manager goes on a hunt for more inventory. 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 data and our privacy practices visit: https...

Oct 13, 20207 minEp. 1382

#1381 - Q&A: What are your top tips for daily writing?

Today’s caller is hoping to improve her writing streak. How can we help her keep writing 1,000 words a day? 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 data and our privacy practices visit: htt...

Oct 12, 20206 minEp. 1381

#1380 - Mother-Daughter Team Starts Squeaky-Clean Soap Shop

While staying up late one night, a mom and her daughter decide that they want to start a business together. 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 Side Hustle School is part of ‘The Onward Project,’ a family of podcas...

Oct 11, 20208 minEp. 1380

#1379 - Q&A: Should I provide a guarantee for my real estate photography service?

Today’s listener is starting to get paid for real estate photography. Should she offer a money-back guarantee in case a client is unsatisfied? 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 data a...

Oct 10, 20205 minEp. 1379

#1378 - Q&A: Any ideas for a military couple?

They’ve been in the military for more than a decade, and they’re thinking ahead. What might be a good side hustle for a couple that moves frequently and might be deployed? 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 lea...

Oct 09, 20206 minEp. 1378

#1377 - TBT: Mobile Coffee Roasting Blends Work and Family

In this week’s “Throwback Thursday / Where are they now?” segment, we revisit a neighborhood coffee lover who follows a whim to a mobile roasting operation. 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 l...

Oct 08, 202010 minEp. 1377

#1376 - Q&A: I set up my email list … now what??

Aside from your website, your email list may be the most important tool in growing any new business. After you get it set up, 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 several days each week. Share: #SideHustleSchool Show notes: SideHustleSchool.com Twitter: @chrisguillebeau To learn more about listener data a...

Oct 07, 20205 minEp. 1376

#1375 - College Curriculum Developer Makes Minimalist Jewelry

When a professional development specialist can’t find “just the right” piece of jewelry, she makes it herself. Six years later, she’s mined a second income creating minimalist, Boho-chic jewelry. 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:...

Oct 06, 20208 minEp. 1375

#1374 - CLASSROOM: Transitioning Between Projects

How can you transition between projects (or a job and a side hustle) without constantly losing your flow—and how can you start a completely new project without just creating more “stuff” to worry about? 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 T...

Oct 05, 202010 minEp. 1374

#1373 - Texas Mom Profits from Poshmark Sales

A mom of two young daughters goes to look for used clothes, and ends up finding a new pastime of reselling items on Poshmark and other platforms. 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. Side Hustle School is part of ‘The Onward Project,’ a family of podcasts brought together by Gretchen Rubin—all abou...

Oct 04, 20207 minEp. 1373

#1372 - Q&A: Can I compete with Gazelle by reselling iPhones?

When you upgrade your iPhone or Android smartphone, what do you do with the old one? Many of us trade them in, knowing that we aren’t getting a great deal but not wanting to hassle with an alternative. Today’s listener is hoping to profit from this problem—how should they proceed? 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...

Oct 03, 20206 minEp. 1372

#1371 - Q&A: How to convert non-paying students into customers?

Today’s caller (from Egypt!) is teaching software development through an apprenticeship model, but most of his students aren’t paying. How can he convert some of these free students into customers? 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 Twitte...

Oct 02, 20205 minEp. 1371
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