Side Hustle School-logo

Side Hustle School

Panoply

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.

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.

Location:

United States

Networks:

Panoply

Description:

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.

Language:

English


Episodes

#2011 - First $1,000: “I cold-pitched 10 brands and got my first 2 clients…”

7/4/2022
In this week’s First $1,000 segment, we hear from a freelance apparel designer who specializes in menswear. After having her first child, she set out to learn to work on her own. 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:...

Duration:00:07:21

#2010 - Q&A: “How can a travel website earn commissions?”

7/3/2022
Today’s listener wants to earn commissions on travel bookings by creating a website that funnels visitors to big agencies like Expedia. Is this a viable 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 guided lessons and listener Q&A several days each week. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show:...

Duration:00:05:35

#2009 - Q&A: “Should I pay $3,000 for my friend's mastermind??”

7/2/2022
A listener has a friend who’s part of a pricey “mastermind” group—and now our listener is experiencing FOMO. Are these groups worth the high price tag? 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:...

Duration:00:05:46

#2008 - Failure Friday: “The experience of hearing rejection was important…”

7/1/2022
In this week’s Failure Friday segment, we hear from the founder of KindRoot, “hard candy gone good,” plant-powered lozenges for mind and body wellness. In her early days, she experienced rejection from multiple manufacturers and had to learn to trust herself. 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....

Duration:00:09:15

#2007 - TBT: Brooklyn Clothing Boutique Scales Up

6/30/2022
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the owner of two businesses in New York City: a clothing line *and* a fashion boutique that features 25+ BIPOC-owned brands. 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:...

Duration:00:09:34

#2006 - Q&A: “How many ‘wine-of-the-month’ clubs are there??”

6/29/2022
Today’s caller has seen many “of-the-month” clubs, ranging from wine, plants, and even all the way to pickles. With so many of them out there, does that mean the market is saturated? 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...

Duration:00:05:31

#2005 - Bam! Pow! Crash! The Comic Book Reselling Hustle

6/28/2022
Drawing on a childhood affection for comic books, this mechanical engineer smashes his student loan debt with an online collectibles 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 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: SideHustleSchool.com/questions...

Duration:00:07:24

#2004 - First $1,000: “My music was played on a Romanian TV show…”

6/27/2022
In this week’s First $1,000 segment, we hear from a musician who licenses songs for placement in TV shows worldwide. When he gets a check in the mail for a TV show he’s never heard of, he starts taking it more seriously. 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:...

Duration:00:07:34

#2003 - Q&A: “Jumping into Twitch streaming…”

6/26/2022
A caller is getting into Twitch, the popular live streaming platform. How can she bring over her large Instagram audience? 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: SideHustleSchool.com/questions Connect on Twitter:...

Duration:00:06:57

#2002 - Q&A: "I tried donation-only yoga, but no one donated..."

6/25/2022
Today we hear from a yoga teacher who offers a class at a nearby community center. It went well, except for one problem: her donation-only model didn’t produce much in the way of donations. 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...

Duration:00:06:01

#2001 - Failure Friday: “Don’t let customers pay after services have been rendered…”

6/24/2022
In this week’s Failure Friday segment, we hear from the owner of a tutoring business. After getting paid for a successful session, she encounters the frustration of a credit card chargeback. 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...

Duration:00:09:09

#2000 - Side Hustle School Celebrates 2,000 Consecutive Episodes!

6/23/2022
It’s true, we’ve been making Side Hustle School every single day since January 1, 2017. Thanks for tuning in! The best is yet to come. 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: SideHustleSchool.com/questions Connect on...

Duration:00:09:00

#1999 - Q&A: “Can I offer a permanent price discount?”

6/22/2022
Our listener has seen furniture stores offer non-stop sales. Is there any reason they can’t have a sale that never ends in their 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 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: SideHustleSchool.com/questions Connect on...

Duration:00:05:59

#1998 - Hollywood Video Editor Shoots for the Stars

6/21/2022
An ambitious video editor (who also runs many side hustles!) uses a string of $5/month Craiglist ads to land thousands of dollars in 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, 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: SideHustleSchool.com/questions Connect on...

Duration:00:08:51

#1997 - First $1,000: “No one in Boston could find a good pierogi…”

6/20/2022
In this week’s First $1,000 segment, we hear from the co-founder of Jaju Pierogi, a line of delicious Polish snacks now stocked in hundreds of New England grocery stores. 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:...

Duration:00:08:43

#1996 - Q&A: “I'm being headhunted... for my side hustle!”

6/19/2022
Our listener’s side project was so successful that an outside company wants to hire him. That wasn’t exactly the goal, though. 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: SideHustleSchool.com/questions Connect on Twitter:...

Duration:00:06:06

#1995 - Q&A: “I have 20 years of experience … how do I pick a niche?”

6/18/2022
Today’s caller draws on a lot of experience in production, branding, and more. She now wants to strike out on her own, but feels overwhelmed by all the options. Can we help her find the right focus? 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:...

Duration:00:06:24

#1994 - Failure Friday: “We tried to be everything to everyone…”

6/17/2022
In this week’s Failure Friday segment, we hear from the founder of Cleanlots, a parking lot cleanup service that’s been operating for decades. In its early years, Cleanlots expanded too quickly, learning a valuable lesson before pulling back to its core competency. 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...

Duration:00:07:29

#1993 - TBT: San Francisco Service Delivers Healthy Meals

6/16/2022
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the owner of a California meal prep company. His business continues to put food on the table! 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:...

Duration:00:08:25

#1992 - Q&A: “How can I sell on a platform like NextDoor?”

6/15/2022
NextDoor is not primarily designed as a platform for you to go crazy and sell a bunch of stuff. If you want to sell there—what do you need to know? 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: SideHustleSchool.com/questions...

Duration:00:06:31