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

# 1758 - Vacation Frustration Inspires Seven-Figure Cleaning Product 24.10.2021 7:44

This former pharma sales rep’s invention is an Amazon bestseller, cleaning pets and showers of happy customers and bringing in more than $2 million in sales last year. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com...

# 1757 - Q&A: Buying “virtual loot bags” for resale 23.10.2021 5:04

You can now buy—and resell—“virtual loot bags” that consist of digital in-game items … for a game that doesn’t exist. Did you catch all that? Listen to this episode to learn more. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGui...

#1756 - Failure Friday: Live Theater Rebrand Meets Global Pandemic 22.10.2021 5:43

In this week’s Failure Friday segment, we hear from Matthew Bivens, the founder of a business that helps live theaters include captioning for people who are deaf or hard-of-hearing. An ambitious plan to rebrand for 2020 ran head-on into nationwide theatre closures, leaving the team out of work … at least for now. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show:...

#1755 - TBT: Fighter Jet Jewelry from New Zealand 21.10.2021 7:44

jewelry was worn by Prime Minister Jacinda Ardern as part of her encouragement to the nation. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If you're enjoying the show, please pass it along! It's free and has been...

#1754 - Q&A: What’s the 80/20 rule of side hustling? 20.10.2021 4:39

Today’s listener is wondering about applying the Pareto principle to the world of side hustles. What can we learn—and what should we do differently as a result of this knowledge? Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuil...

#1753 - Oil Field Mechanic Becomes Handyman to Realtors 19.10.2021 7:40

After learning that his wife was expecting twins, this oil mechanic (and Side Hustle School listener!) starts a business serving realtors with handyman projects. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If y...

#1752 - Q&A: What’s the business model for empathetic listening skills? 18.10.2021 5:32

A listener hopes to adapt his sensitivity and skill for language usage into a profitable, fair business model. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If you're enjoying the show, please pass it along! It's fr...

#1751 - Nomadic Couple Starts Vintage Camper Rental Biz 17.10.2021 6:54

This couple combines their love for travel and vintage campers into a unique rental experience. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If you're enjoying the show, please pass it along! It's free and has bee...

#1750 - Q&A: How to create a "hype coin"? 16.10.2021 5:27

After a NYT reporter created something called “Idiot Coin,” today’s caller wants to get in on the hype coin craze while it lasts. Also: is it true that we’re making a Side Hustle School digital currency? Buckle up! Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countrie...

#1749 - Failure Friday: “I was exhausted and doing the bare minimum for my business…” 15.10.2021 6:14

In this week’s Failure Friday segment, we hear from Julia Taylor, the owner and designer of an adventure-themed brand of totes and mugs. When she and her husband combine business with travel, they get an unexpected surprise. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @...

#1748 - TBT: “MomBox” Expands to Popular Subscription Box Service 14.10.2021 6:28

In this week’s “Throwback Thursday / Where are they now?” segment, we hear from Kate Westervelt, the founder of MomBox. She’s gone from frustrated new mom to CEO of a growing startup! Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: Chri...

#1747 - Q&A: What's the best way to keep track of side hustle ideas? 13.10.2021 4:30

Today’s listener is wondering about a good way to record and track ideas. Naturally, he’s thinking of side hustle ideas—but it really could apply to *any* ideas. I’ll give you three good options in my answer. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visi...

#1746 - Tailgate Lover Creates Product Review Business 12.10.2021 6:42

When this insurance manager has an idea in the middle of the night, he balls in love with the intersection of entrepreneurship and sports. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If you're enjoying the show...

#1745 - Q&A: Going back-to-office puts a crimp in side hustle life 11.10.2021 6:03

Today’s listener has been operating his side hustle in secret while working remotely—and now he has to return to the office. What happens next?? Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If you're enjoying the...

#1744 - Instructor Offers Online Wellness Classes for Seniors 10.10.2021 6:33

This tech-savvy senior helps others find their zen with technology, all while getting paid for teaching classes through a third-party platform. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If you're enjoying the s...

#1743 - Q&A: How to profit from the wild used car market? 09.10.2021 5:15

Used car prices are sky-high! If you’re not currently selling a car, is there any way to profit from markets like these? Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If you're enjoying the show, please pass it alo...

#1742 - Failure Friday: Supplier Problem Harms Client Relationship 08.10.2021 5:44

In this week’s Failure Friday segment, we hear from an attorney who sells cork sunglasses (not at the seashore…). When a client placed a large order, a long delay in China caused the relationship to break down. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Vis...

#1741 - TBT: Weightlifting Equipment Sets Pandemic PR 07.10.2021 6:36

In this week’s “Throwback Thursday / Where are they now?” segment, we hear from Mike Reed, founder of Micro Gainz, a system that helps weightlifters break plateaus. The pandemic helped him bulk up his business! Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Vi...

#1740 - Q&A: Should I hire influencers to market my skincare products? 06.10.2021 5:43

Today’s caller is launching her own skincare line, and is thinking of paying influencers to post about her products. Is this a good idea—and if so, what does she need to know in advance? Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site:...

#1739 - Viking Geek Turns Podcasting Pro 05.10.2021 6:30

A teenage history fan starts a podcast about vikings that grows to 50,000 downloads/month. He then becomes a podcast growth consultant, bringing in a full-time income. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.co...

#1738 - Q&A: How to approach a company about a partnership? 04.10.2021 6:13

Today’s listener has an interesting challenge: he wants to reach out to a company he bought a product from and offer to partner with them. He’s already tracked down their key employees on LinkedIn. What’s the next step? Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193cou...

#1737 - Crafter Fashions Upcycled Chairs Into Six-Figure Shop 03.10.2021 6:24

A Texas crafter turns castoffs into whimsical works of art, earning a full-time income and building a sustainable business. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If you're enjoying the show, please pass it...

#1736 - Q&A: “I’d like to create a cohort-based course like B-School” 02.10.2021 5:22

What are the advantages and disadvantages of structuring a course where students go through it at the same time—both for the students and the course creator? Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If you're...

#1735 - Failure Friday: Pancake Art in Bangkok Fails to Flip 01.10.2021 9:09

In this week’s Failure Friday segment, we hear from the co-founder of Dancakes, the world’s first international pancake art brand. We profiled them for Episode 1,000 (!) and they’re back today with a strong disaster story. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @19...

#1734 - TBT: Comfy Pillow Provides Seatbelt Support for Cancer Patients 30.09.2021 7:58

In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the creator of the ParkPuff, a “go anywhere” seat belt pillow for cancer and surgery patients. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebe...