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

#1603 - Q&A: How to become an affiliate manager for large launches?

Some product launches have an “affiliate manager” who coordinates promotion efforts. How can our listener offer this service on a freelance basis? 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...

May 22, 20216 minEp. 1603

BONUS: Planning for a New Tomorrow, Part III

An asymmetrical opportunity is one where the risk is low but the possible reward is high. Starting a small business on a low budget is a perfect example: it might not work out, but if it does, there's no fixed limit to growth. In this series of short episodes from our partner Dell, I'll share three examples of how ordinary people are exploiting asymmetrical opportunities to radically transform their lives. The new tomorrow will not be televised–it's available on demand right now! Our final examp...

May 21, 20215 min

#1602 - Failure Friday: “I thought I had the Midas touch...”

In this week’s Failure Friday segment, we hear from a digital marketer who spends months creating a life-changing “killer app” that no one wants. 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 ...

May 21, 20216 minEp. 1602

#1601 - TBT: Handbags for Active Women Goes Direct to Consumers

In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the founder of Go Dash Dot, which sells handbags and other accessories for active women. 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: SideHust...

May 20, 20219 minEp. 1601

#Ep. 1600 - Q&A: How to create a revenue stream not affected by Google?

We made it to #1,600! A listener’s product review site is starting well, but every day they see how dependent it is on the whims of Google search results. Can anything be done? 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: ...

May 19, 20216 minEp. 1600

#1599 - Pastor Keeps the Faith with Clergy Subscription Boxes

A Lutheran pastor creates breathing room in her budget with a popular subscription box for fellow ministers. 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: @chrisguillebeau ...

May 18, 20219 minEp. 1599

#1598 - Q&A: Why do online courses cost so much … or so little?

Online courses are everywhere! Some cost $20 and others cost $2,000 or more. Why is there no consistency in pricing—and how can you determine what *your* price should be? 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...

May 17, 20216 minEp. 1598

#1597 - “Bee Man of New Jersey” Buzzes Into Money Hive

A beekeeper puts his bees to work, turning a hobby into a money-making hustle. Bee smart and listen to this episode! 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: @chrisgui...

May 16, 20217 minEp. 1597

#1596 - Q&A: Should I use Etsy's new platform or build my own website?

A listener with an Etsy shop wants to open her own site as well. What’s the best way to branch 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: @chrisguillebeau Connect o...

May 15, 20216 minEp. 1596

BONUS: Planning for a New Tomorrow, Part II

An asymmetrical opportunity is one where the risk is low but the possible reward is high. Starting a small business on a low budget is a perfect example: it might not work out, but if it does, there's no fixed limit to growth. In this series of short episodes from our partner Dell, I'll share three examples of how ordinary people are exploiting asymmetrical opportunities to radically transform their lives. The new tomorrow will not be televised–it's available on demand right now! Our second exam...

May 14, 20214 min

#1595 - Failure Friday: “If it worked once, it should work twice… right?”

In this week’s Failure Friday segment, we hear from a full-time blogger who migrates to YouTube. His first attempt is a big win, so he assumes he can do it again—but that turns out to be a big assumption. 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@sidehustl...

May 14, 20217 minEp. 1595

#1594 - TBT: The 7-Figure Dachshund Apparel Business

In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the co-founder of Bean Goods, which sells dachshund-themed apparel for dogs and humans. 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...

May 13, 20218 minEp. 1594

#1593 - Q&A: “I want to bet on The Bachelor…”

A listener wants to start an online marketplace where people bet on the outcome of The Bachelor. Millions of fans watch every week—is this a crazy idea? 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/que...

May 12, 20215 minEp. 1593

#1592 - A Doggie Bag With a Twist

A Cleveland woman creates a dog walking accessory bag for active pet owners. Prototyping is ruff, but eventually she begins to paw-sper. 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 o...

May 11, 20217 minEp. 1592

#1591 - Q&A: Should I start a Substack newsletter?

Substack and other services that offer writers the chance to publish paid newsletters are getting a lot of attention. What do you need to know if you’d like 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, 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: SideHust...

May 10, 20217 minEp. 1591

#1590 - Social Worker Finds Calm, Makes Cash with Business Course

A therapist and single mom earns extra income helping other therapists set up a private practice. 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: @chrisguillebeau Connect on ...

May 09, 20217 minEp. 1590

#1589 - Q&A: Do I have to tell my customers where I'm based?

A listener in Europe wants to sell online, primarily to Americans. Do his customers need to know he’s overseas? 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: @chrisguillebe...

May 08, 20215 minEp. 1589

BONUS: Planning for a New Tomorrow, Part I

An asymmetrical opportunity is one where the risk is low but the possible reward is high. Starting a small business on a low budget is a perfect example: it might not work out, but if it does, there's no fixed limit to growth. In this series of short episodes from our partner Dell, I'll share three examples of how ordinary people are exploiting asymmetrical opportunities to radically transform their lives. The new tomorrow will not be televised–it's available on demand right now! Our first examp...

May 07, 20215 min

#1588 - Failure Friday: Manufacturing in China—How Hard Can It Be??

In this week’s Failure Friday segment, we hear from the co-founder of a wellness planner brand who wants to cut out the middleman and work directly with a Chinese factory. Naturally, it doesn’t go according to plan. 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: tea...

May 07, 20216 minEp. 1588

#1587 - TBT: Luxury Buttercream Cakes Make Life Batter

In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the owner of Sweet Afternoon Bakeshop. Have your cake and listen to it too! 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/...

May 06, 20218 minEp. 1587

#1586 - Q&A: Would the “rent-a-person” idea work outside Japan?

A Japanese man recently earned $300,000 by hiring himself out to strangers for no practical purpose. Could the same thing work in the United States? 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...

May 05, 20217 minEp. 1586

#1585 - French Engineer Makes Silver-Wear in Mexico

A French engineer seeks his fortune in custom silver jewelry. 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: @chrisguillebeau Connect on Instagram: @193countries Visit Chris...

May 04, 20219 minEp. 1585

#1584 - Q&A: My bridge club gets no respect!

A listener enjoys playing bridge, but she’s the youngest in her local club by several decades. How can she get paid to pass on her love of the game to a new generation? 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. Share: #SideHustleSchool Show notes: SideHustleSchool.com Twitter: @chrisguillebeau To learn ...

May 03, 20216 minEp. 1584

#1583 - Counselor Cakes in the Money with Baking Biz

When her world is turned upside down from covid-19, a grief counselor turns to her old hobby of baking. But where will the inventory go? 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. Share: #SideHustleSchool Show notes: SideHustleSchool.com Twitter: @chrisguillebeau Side Hustle School is part of ‘The Onward...

May 02, 20218 minEp. 1583

#1582 - Q&A: How to offer continuing education for therapists?

A therapist wants to offer his training to other mental health professionals. How can he crack the code of continuing education (CE) 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. Share: #SideHustleSchool Show notes: SideHustleSchool.com Twitter: @chrisguillebeau To learn more about listener data ...

May 01, 20216 minEp. 1582

#1581 - Failure Friday: “I didn’t know what I didn’t know…”

In this week’s Failure Friday segment, we hear from a voiceover artist who created an extremely popular app for actors. As he explores the world of online course design, not every idea is a hit. 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. Share: #SideHustleSchool Show notes: SideHustleSchool.com Twitter: ...

Apr 30, 20217 minEp. 1581

#1580 - TBT: Bumblebee Linens Builds a New Hive

In this week’s “Throwback Thursday / Where are they now?” segment, we hear about the rise, fall, and rise of Bumblebee Linens. Choose wisely: your honey or your life! 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. Share: #SideHustleSchool Show notes: SideHustleSchool.com Twitter: @chrisguillebeau To learn mo...

Apr 29, 20218 minEp. 1580

#1579 - Q&A: How to set up cryptocurrency charity pledges?

A listener wants to create “Kickstarter for crypto.” Is this a side hustle, a billion dollar idea, or a pipe dream? 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. Share: #SideHustleSchool Show notes: SideHustleSchool.com Twitter: @chrisguillebeau To learn more about listener data and our privacy practices vi...

Apr 28, 20216 minEp. 1579

#1578 - Emergency Room PA Creates Medical Spanish Course

This online course teaching Spanish terms to medical providers brings in $55k a year—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. Share: #SideHustleSchool Show notes: SideHustleSchool.com Twitter: @chrisguillebeau To learn more about listener data and our privacy practices visit: https://www.aud...

Apr 27, 20218 minEp. 1578

#1577 - Q&A: How to charge for a podcast sponsorship service?

A listener in Philadelphia wants to start a matchmaking service between podcasts and sponsors. How much should it cost? 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. Share: #SideHustleSchool Show notes: SideHustleSchool.com Twitter: @chrisguillebeau To learn more about listener data and our privacy practice...

Apr 26, 20215 minEp. 1577
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