Side Hustle School - podcast cover

Side Hustle School

Chris Guillebeau / Onward Projectsidehustleschool.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.

Sales and Distribution by Lemonada Media https://lemonadamedia.com/  

Episodes

#2034 - Q&A: “I don’t know where my customers are coming from…”

In today’s episode, a consultant wonders how customers are finding them. If you don’t know the answer to this question, you might be doing the wrong things—but how do you 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:...

Jul 27, 20225 minEp 2034Transcript available on Metacast

#2033 - Video Game Writing Class Is Real-Life Gamechanger

An online teacher and mother-of-four creates a new learning experience that she calls “video game social clubs.” She’s currently earning $4,000/month working part-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 week. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleS...

Jul 26, 20227 minEp 2033Transcript available on Metacast

#2032 - First $1,000: “Hyperfluent” Language Service Translates Into Profit

In this week’s First $1,000 segment, we hear from Eva Rosales, the founder of Hyperfluent. Her consultancy offers lots of different services, all focused around language acquisition and translation. 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...

Jul 25, 20227 minEp 2032Transcript available on Metacast

#2031 - Q&A: “What is Goblintown, and should I mint a free NFT??”

A new trend in the wild world of NFTs comes from creators offering free assets (digital artwork) during an initial mint process. In some cases, the NFTs end up selling for thousands of dollars later—should you start trying to get them when they’re free? 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 not...

Jul 24, 20224 minEp 2031Transcript available on Metacast

#2030 - Q&A: “I want to be the ‘posture guy,’ but how will I make money?”

Today’s caller seeks to brand himself as The Posture Guy. Sounds catchy! How can he turn this memorable branding into a steady source of 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 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 Conn...

Jul 23, 20224 minEp 2030Transcript available on Metacast

#2029 - Failure Friday: Failure Friday: “We had no desire to help college students cheat…”

In this week’s Failure Friday segment, we hear from the co-founder of Next Day Animations. Great business name! But before they found their ideal customer, the team tried a different name that didn’t work so 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 several days each week. Show notes: SideHustleSchool.com Email: team@sid...

Jul 22, 202210 minEp 2029Transcript available on Metacast

#2028 - TBT: “Go Last Minute” Travel Site Goes Global

In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the founder of Go Last Minute, a travel booking portal that now offers a whitelist option for licensing. 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 s...

Jul 21, 20226 minEp 2028Transcript available on Metacast

#2027 - Q&A: “Too tired to hustle at the end of the day…”

At the end of a long workday, how do you find the energy to work on your side hustle? Let’s give this listener (and you!) three quick tips to manage the overwhelm. 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 20, 20225 minEp 2027Transcript available on Metacast

#2026 - This Canadian Cleaning Service Earns $2 Million/Year

A university lab technician cleans up with a local service business that grows to $2 million in revenue and 500 5-star reviews—all without quitting his job. 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/qu...

Jul 19, 20226 minEp 2026Transcript available on Metacast

#2025 - First $1,000: The Las Vegas Ghostwriting Service

In this week’s First $1,000 segment, we hear from a Las Vegas ghostwriter. After writing a novel of his own, he branches out to write for casino bosses and other clients. 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...

Jul 18, 20225 minEp 2025Transcript available on Metacast

#2024 - Q&A: "I'm opening a hair salon in a new area. How can I build my clientele?”

A hair stylist is leaving her job to start her own salon. Whoo hoo! What are some simple things she (or any service provider) can do to kickstart the client list? 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 17, 20224 minEp 2024Transcript available on Metacast

#2023 - Q&A: “How can I land paid speaking gigs?”

Our caller recently gave a talk at a women’s leadership event, and it went well. Now she wants to level-up and give more speeches—preferably paid ones. How can she break into this 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. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on th...

Jul 16, 20225 minEp 2023Transcript available on Metacast

#2022 - Failure Friday: “We opened the box and it was a totally different product…”

In this week’s Failure Friday segment, we hear from the founder of Kettlebell Kings, an ecommerce shop. When a big early order from a supplier went terribly wrong, he had to regroup and learn resilience. 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@sidehustlesch...

Jul 15, 202210 minEp 2022Transcript available on Metacast

#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 2021Transcript available on Metacast

#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 2020Transcript available on Metacast

#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 2019Transcript available on Metacast

#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 2018Transcript available on Metacast

#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 2017Transcript available on Metacast

#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 2016Transcript available on Metacast

#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 2015Transcript available on Metacast

#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 2014Transcript available on Metacast

#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 2013Transcript available on Metacast

#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 2012Transcript available on Metacast

#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 2011Transcript available on Metacast

#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 2010Transcript available on Metacast

#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 2009Transcript available on Metacast

#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 2008Transcript available on Metacast

#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 2007Transcript available on Metacast

#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 2006Transcript available on Metacast

#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 2005Transcript available on Metacast