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.

Hosted on Acast. See acast.com/privacy for more information.

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Episodes

#2021 - TBT: “Styles for Kidz” Goes Global with Video Classes

In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the founder of Styles for Kidz, a Chicago organization that helps parents and kids with hair care. 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: S...

Jul 14, 20227 minEp. 2021

#2020 - Q&A: “Does it really cost $100,000 to make an app??”

How much does it cost to make an app? One of our listeners was quoted $100,000 from a local design studio, and they’re looking for a second opinion. 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 ...

Jul 13, 20225 minEp. 2020

#2019 - Adobe Expert Digitizes Millions of Family Photos

A longtime Adobe employee creates the picture-perfect business by helping families store and digitize memories across generations. 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...

Jul 12, 20227 minEp. 2019

#2018 - First $1,000: “I quickly raised my price to $50 an hour…”

In this week’s First $1,000 segment, we hear from a Returned Peace Corps Volunteer (RPCV) who starts a tutoring business on the side. After starting out at $20 an hour, he learns to specialize and raise his rates. 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@sid...

Jul 11, 20226 minEp. 2018

#2017 - Q&A: “What is 'growth hacking’?”

Is “growth hacking” just a fancy marketing term or is something anyone can apply? Hack into this episode to find out! 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: @chrisguill...

Jul 10, 20224 minEp. 2017

#2016 - Q&A: “How do you profit from DeFi in a bear market?”

Is decentralized finance the future … or the past? After a huge two years, many DeFi projects have fallen 90% or more. How can you profit during “crypto winter”? 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.c...

Jul 09, 20225 minEp. 2016

#2015 -Failure Friday: “Amazon permanently banned my seller account…”

In this week’s Failure Friday segment, we hear from the co-founder of TheSavvyCouple.com. In his early days, he sold on eBay and Amazon.com. It was all going well, until a supplier problem led to him getting banned—permanently! 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 E...

Jul 08, 20228 minEp. 2015

#2014 - TBT: Cayenne Pepper Throat Lozenges Spice Up Flu Season

In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the creator of an all-natural organic throat lozenge made with cayenne pepper. This cold remedy is on fire! 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 th...

Jul 07, 20227 minEp. 2014

#2013 - Q&A: “I’m making an alarm clock that costs money if you oversleep…”

That’s right, this alarm clock debits your bank account if you don’t get up in time. It’s sure to be a hit! The only problem: our caller isn’t sure how to make 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. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool...

Jul 06, 20225 minEp. 2013

#2012 - Office Assistant Profits from Anime Imports

After noticing a derth of anime items in the United States, this long-time lover of Japanese culture creates a thriving 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: SideHustleSchool.com/questions Connect on Twitt...

Jul 05, 20227 minEp. 2012

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

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: S...

Jul 04, 20226 minEp. 2011

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

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: SideHustleS...

Jul 03, 20225 minEp. 2010

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

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: SideHustleSchool.com/questio...

Jul 02, 20225 minEp. 2009

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

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. Sh...

Jul 01, 20228 minEp. 2008

#2007 - TBT: Brooklyn Clothing Boutique Scales Up

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: team@sidehustlesc...

Jun 30, 20228 minEp. 2007

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

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 sho...

Jun 29, 20224 minEp. 2006

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

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 Connec...

Jun 28, 20226 minEp. 2005

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

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: t...

Jun 27, 20226 minEp. 2004

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

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: @chris...

Jun 26, 20226 minEp. 2003

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

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 ...

Jun 25, 20225 minEp. 2002

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

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...

Jun 24, 20228 minEp. 2001

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

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 Twi...

Jun 23, 20228 minEp. 2000

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

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...

Jun 22, 20225 minEp. 1999

#1998 - Hollywood Video Editor Shoots for the Stars

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...

Jun 21, 20227 minEp. 1998

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

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: SideHustl...

Jun 20, 20228 minEp. 1997

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

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: @c...

Jun 19, 20225 minEp. 1996

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

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: team@sidehustleschool.c...

Jun 18, 20225 minEp. 1995

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

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 we...

Jun 17, 20226 minEp. 1994

#1993 - TBT: San Francisco Service Delivers Healthy Meals

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: SideHu...

Jun 16, 20227 minEp. 1993

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

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 C...

Jun 15, 20225 minEp. 1992
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