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

#1242 - Media Manager Prepares Moms For Parenthood 26.05.2020 7:50

After learning about Hypnobirthing, a first-time mom conceives a service that provides tools and resources for anxious future parents. 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...

#1241 - CLASSROOM: Using Automation & Workflows 25.05.2020 8:08

How can you make a manual process easier? It starts by answering the question: “How can I do this thing better?” 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: SideHustl...

#1240 - Finance Professional Goes Big With Petite Dressing 24.05.2020 7:41

A New York City woman starts a fashion business centered around petite women, then discovers that her blog is even more popular. 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...

#1239 - Q&A: How can I get more reviews on my Amazon listing? 23.05.2020 6:10

This listener is using Fulfillment by Amazon with some success, but she needs more reviews on her listing page. What can she do to encourage customers to sing her praises? 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...

#1238 - Q&A: What are some common tax deductions for side hustlers? 22.05.2020 6:39

Let’s talk about taxes! Love them or hate them … well, I don’t think anyone really *loves* them. Good news: when you operate a side hustle, you may be able to deduct a lot of expenses from your personal tax return. 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...

#1237 - TBT: Splitting Time Between Art & Accounting During COVID-19 21.05.2020 8:11

In this week’s “Throwback Thursday / Where are they now?” segment, we hear from one of our very first case studies, a digital caricature artist who also owns another full-time accounting business. How has the global pandemic affected her 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, t...

#1236 - Q&A: What are the new opportunities in a turbulent time? 20.05.2020 6:16

Many listeners continue to wonder about the effects (positive and negative) during the time of the novel coronavirus known as COVID-19. How should we best adapt during this time? 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 severa...

#1235 - Virtual Meditation in the Midst of COVID-19 19.05.2020 7:23

When a professional bodyworker starts an online meditation community in February 2020, it takes an unexpected turn with the arrival of the coronavirus. 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:...

# 1234 - CLASSROOM: Design a Smart Launch Strategy 18.05.2020 12:23

You’ve put a lot of work into developing your product. How can you make sure that people notice? 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 Twi...

#1233 - Oncology Nurse Creates Candles During Coronavirus Crisis 17.05.2020 6:07

When a nurse launches her retail candle business right before the coronavirus lockdown, she changes tactics and finds a flicker of hope. 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...

#1232 - Q&A: How to manage multiple side hustles? 16.05.2020 5:30

Today’s caller is starting to publish public domain titles as e-books, but she already makes money restoring furniture. How should she best use her limited free time? 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...

#1231 - Q&A: How can I rent out my spare bedroom on Airbnb? 15.05.2020 6:10

An attorney who isn’t home a lot would like to earn passive income from renting out her spare bedroom. What does she need to know, and is there any way to make it easier? 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 ea...

#1230 - TBT: Returning to the Workplace AFTER Quitting Your Job 14.05.2020 8:11

In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a New Jersey woman who sells monogrammed scarves. After working as a TV producer, she takes the leap to go all-in—but returns to a new workplace role after feeling isolated. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. Th...

BONUS: Small Business Strategies During COVID-19, PART III 13.05.2020 8:32

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...

#1229 - Q&A: Can I resell items I get for free? 13.05.2020 3:40

Today’s listener received some free display equipment at a trade show. Can he resell it without worrying, or does this create an ethical dilemma? 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...

#1228 - Pinup Photographer Gets Creative with Facetime Sessions 12.05.2020 7:43

In this creative response to COVID-19 limitations, a vintage photographer finds a way to adapt her services to “Facetime photo shoots.” 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...

#1227 - CLASSROOM: Pros and Cons of The Funnel Model 11.05.2020 9:02

Sell someone something at a low entry price, then sell them something else at a higher price, then repeat. What could go wrong? 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 no...

#1226 - English Teacher Writes His Way Into All-Star Tutoring 10.05.2020 6:56

An English teacher becomes New York City’s #1 writing tutor, as judged by Yelp reviews. How does he thrive in this crowded market? 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...

#1225 - Q&A: Can I use another author's work in my book? 09.05.2020 6:51

Today’s listener has a question about copyright: what are the rules about quoting or referencing someone else’s work in something you offer for sale? 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...

#1224 - Q&A: Someone left me a bad review! What should I do?? 08.05.2020 6:27

Oh no! Today’s listener received a bad review on Etsy through no fault of their own. Is there anything they can do to appeal? 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...

#1223 - TBT: Subversive Snarky Hand-Stamped Jewelry 07.05.2020 7:02

In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a maker in Arkansas who builds her brand on a proudly-feminist foundation. 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...

BONUS: Small Business Strategies During COVID-19, PART II 06.05.2020 8:28

#1222 - Q&A: Should I create a new company for my product idea? 06.05.2020 5:26

Today’s listener has a podcast and wants to create a “Fear Journal” to help other side hustlers navigate the journey. Should he start all over with a new brand and website? 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...

#1221 - Ultimate Ukuleles Tune Up Underrated Side Income 05.05.2020 6:49

When a music store employee becomes concerned about a recession, he hits the right note by selling high-end ukuleles. 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: SideH...

#1220 - CLASSROOM: How Will You Fulfill Orders? 04.05.2020 9:50

When someone places an order, what comes next? Whether you’re selling a physical or digital product, providing a service, or something totally different, you need a plan for fulfillment. 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&...