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

#1933 - Q&A: “Earn $10,000 with 1,000 subscribers—how to do it?” 17.04.2022 4:59

This listener has a resolution: to start a blog and earn $10,000, in addition to getting their first 1,000 subscribers. What’s the best advice for 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. Show note...

#1932 - Q&A: “Can I get sponsors for a podcast that doesn't exist?” 16.04.2022 5:06

We’ve talked about how to get sponsors for a podcast—but what if the podcast is new and hasn’t released any episodes yet? 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. Show notes: SideHustleSchool.com Email:...

#1931 - Failure Friday: “I walked away at the last minute…” 15.04.2022 8:04

In this week’s Failure Friday segment, we hear from the founder of Wastewell, a curbside composting pickup service. After landing a major municipal contract, she began to have second thoughts about the business model. 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 gu...

#1930 - TBT: Custom Stamp Business Doubles Sales During Pandemic 14.04.2022 7:08

In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the owner of a custom stamp business in Austin, Texas. 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. Show notes: SideHustleSchoo...

#1929 - Q&A: “How do I choose a revenue model for my coaching business?” 13.04.2022 4:08

Most successful coaches have more than one source of income—but if you’re starting out and need to pick only one, which should you pursue? 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. Show notes: SideHustleS...

#1928 - Woodworking Dad Nets $2,000/Month 12.04.2022 6:51

Going against the grain of boring, plain Jane doors, this side hustler jazzes them up with paint, glass, and custom decals. 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. Show notes: SideHustleSchool.com Email...

#1927 - First $1,000: “I didn’t think of myself as an expert…” 11.04.2022 7:08

In this week’s First $1,000 segment, we hear from the founder of a business that sold bamboo baby products on Amazon. She got so many questions about selling on Amazon that she changed her entire business model. (Lesson: pay attention to the questions people ask!) Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting th...

#1926 - Q&A: “Best platform for handmade crochet items?” 10.04.2022 5:29

A listener is ready to sell her handmade crochet items, including baby blankets and seasonal decorations. What’s the best platform for her—and does she need to make a website as well? 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 se...

#1925 - Q&A: “Can you really earn 150% interest through DeFi?” 09.04.2022 4:49

Decentralized finance, also known as DeFi, offers the chance to earn high levels of interest (often 150% or more) in exchange for depositing funds. It’s not for the faint of heart, but if you like the idea—what’s the first step? 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 include...

#1924 - Failure Friday: “I’ve never talked openly about what I’m working on…” 08.04.2022 7:03

In this week’s Failure Friday segment, we hear from the founder of Reciple.com, which offers ad-free recipes from small creators. A previous project had flopped, leaving her hesitant to tell anyone about her new venture. 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...

#1923 - TBT: NYC Pet Sitter Saves $200,000 07.04.2022 9:07

In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a prolific pet sitter who leaves a career in medicine to care for pets full-time. During several years of living in New York City, she was able to save more than $200,000 thanks to never paying rent. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money with...

#1922 - Q&A: How can I sell my delicious hot chocolate recipe? 06.04.2022 4:42

Today’s caller wants to sell hot chocolate! Or actually, she wants to sell her popular hot chocolate *recipe* without scaling the business herself. Is this a feasible goal? 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...

#1921 - Intelligence Officer Cracks Code with 7-Figure Course 05.04.2022 6:49

A self-taught web developer and former U.S. intelligence officer teaches 2,500 women how to build WordPress sites. 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. Show notes: SideHustleSchool.com Email: team@...

#1920 - First $1,000: “It doesn’t sound like much, but it meant the world to me…" 04.04.2022 8:02

In this week’s First $1,000 segment, we hear from the founder of Katie Goes Platinum, a blog for women embracing their natural hair color. In addition to boosting self-confidence, this blog now brings in a full-time 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 fre...

#1919 - Q&A: Which is better: direct or indirect income? 03.04.2022 5:44

A listener has a clear business idea, but isn’t clear about the revenue model. They can get paid through affiliate and advertising revenue (indirect), *or* through selling to consumers themselves (direct). Which might be 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 includ...

#1918 - Q&A: Is my business idea a pyramid scheme? 02.04.2022 4:49

It’s not often that someone calls in and says, “Am I running a pyramid scheme?” … but that’s basically what we’ve got here today. 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. Show notes: SideHustleSchool.com...

#1917 - Failure Friday: “They said it was a wonderful opportunity…” 01.04.2022 8:19

In this week’s Failure Friday segment, we hear from a private chef who sets out to bring the restaurant experience to your home. Along the way, he learns a valuable lesson: giving out free food to Instagram influencers doesn’t lead to new business! Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This...

#1916 - TBT: “Auction Sisters” Raise Millions for Charities 31.03.2022 7:52

In this week’s “Throwback Thursday / Where are they now?” segment, we hear from one-half of the Auctionisters, two sisters who work as professional auctioneers to help charities raise money. They’ve been in high demand! Going once, going twice… 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,...

#1915 - Q&A: Should I pursue three ideas or just one? 30.03.2022 5:23

Today’s caller has a dilemma: they have three independent ideas and aren’t sure whether they should eliminate any of them. How can they make the best decision? 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. Sh...

#1914 - Las Vegas Wedding Officiant Bets on Red 29.03.2022 5:49

A car rental consultant goes from Hertz to hearts with a six-figure side hustle. 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. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show...

#1913 - First $1,000: “I wanted to keep well-trained wellness providers in business…” 28.03.2022 8:00

In this week’s First $1,000 segment, we hear from Brooke Thomas, a longtime wellness practitioner who sets out to start a “healing arts incubator.” 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. Show notes: Si...

#1912 - Q&A: How to sell services to people caring for older parents? 27.03.2022 4:35

Today’s caller is interested in selling services to people caring for elderly parents. What kind of offers might he be able to develop? 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. Show notes: SideHustleScho...

#1911 - Q&A: How to enter the play-to-earn gaming space? 26.03.2022 5:05

Last month on my blog, I published a 4,000 word post about DeFi Kingdoms, a blockchain game and decentralized exchange that I’ve been participating in. I got a ton of messages about it, including this one from a listener who wants to jump in. 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, th...

#1910 - Failure Friday: “My first customer bought out of pity…” 25.03.2022 6:21

In this week’s Failure Friday segment, we hear from a Tasmanian seller of reusable cutlery. Business is going well now, but her early experiences at the local farmers market were discouraging. 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...

#1909 - TBT: “Pizza City USA” Becomes Book, Podcast, and Festival 24.03.2022 7:44

In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the founder of Pizza City USA, which offers walking tours (and an upcoming festival!) from its home base in Chicago. 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 listen...