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Side Hustle School

Side Hustle School

Author: Chris Guillebeau / Onward Project

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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.

1641 Episodes
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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/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for your five-star ratings—it shows that people are listening and looking forward to new episodes. 😎 🙏🏼  Learn more about your ad choices. Visit podcastchoices.com/adchoices
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 on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for your five-star ratings—it shows that people are listening and looking forward to new episodes. 😎 🙏🏼  Learn more about your ad choices. Visit podcastchoices.com/adchoices
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: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for your five-star ratings—it shows that people are listening and looking forward to new episodes. 😎 🙏🏼  Learn more about your ad choices. Visit podcastchoices.com/adchoices
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 Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for your five-star ratings—it shows that people are listening and looking forward to new episodes. 😎 🙏🏼  Side Hustle School is part of ‘The Onward Project,’ a family of podcasts brought together by Gretchen Rubin—all about how to make your life better. Check out the other Onward Project podcasts—Happier with Gretchen Rubin, Happier in Hollywood, Do The Thing, and Everything Happens with Kate Bowler . If you liked this episode, please subscribe, leave a review, and tell your friends! Learn more about your ad choices. Visit podcastchoices.com/adchoices
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: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for your five-star ratings—it shows that people are listening and looking forward to new episodes. 😎 🙏🏼  Learn more about your ad choices. Visit podcastchoices.com/adchoices
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 example comes from the U.K., where a 19-year-old young woman has made more than $400,000 naming Chinese babies.  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's main site: ChrisGuillebeau.com If you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for your five-star ratings—it shows that people are listening and looking forward to new episodes. 😎 🙏🏼  Learn more about your ad choices. Visit podcastchoices.com/adchoices
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: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for your five-star ratings—it shows that people are listening and looking forward to new episodes. 😎 🙏🏼  Learn more about your ad choices. Visit podcastchoices.com/adchoices
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/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for your five-star ratings—it shows that people are listening and looking forward to new episodes. 😎 🙏🏼  Learn more about your ad choices. Visit podcastchoices.com/adchoices
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/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for your five-star ratings—it shows that people are listening and looking forward to new episodes. 😎 🙏🏼  Learn more about your ad choices. Visit podcastchoices.com/adchoices
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's main site: ChrisGuillebeau.com If you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for your five-star ratings—it shows that people are listening and looking forward to new episodes. 😎 🙏🏼  Learn more about your ad choices. Visit podcastchoices.com/adchoices
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 Learn more about your ad choices. Visit podcastchoices.com/adchoices
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 Project,’ a family of podcasts brought together by Gretchen Rubin—all about how to make your life better. Check out the other Onward Project podcasts—Happier with Gretchen Rubin, Happier in Hollywood, Do The Thing, and Everything Happens with Kate Bowler . If you liked this episode, please subscribe, leave a review, and tell your friends! Learn more about your ad choices. Visit podcastchoices.com/adchoices
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 Learn more about your ad choices. Visit podcastchoices.com/adchoices
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: @chrisguillebeau Learn more about your ad choices. Visit podcastchoices.com/adchoices
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 Learn more about your ad choices. Visit podcastchoices.com/adchoices
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 Learn more about your ad choices. Visit podcastchoices.com/adchoices
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 Learn more about your ad choices. Visit podcastchoices.com/adchoices
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 Learn more about your ad choices. Visit podcastchoices.com/adchoices
When an asphalt pricing estimator looks to make extra money, he finds a straight-and-narrow idea and earns his stripes painting parking lot spaces.  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 Project,’ a family of podcasts brought together by Gretchen Rubin—all about how to make your life better. Check out the other Onward Project podcasts—Happier with Gretchen Rubin, Happier in Hollywood, Do The Thing, and Everything Happens with Kate Bowler . If you liked this episode, please subscribe, leave a review, and tell your friends! Learn more about your ad choices. Visit podcastchoices.com/adchoices
A listener’s web host offers free “subdomains.” What are they, and are there any good reasons to use 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.   Share: #SideHustleSchool Show notes: SideHustleSchool.com Twitter: @chrisguillebeau Learn more about your ad choices. Visit podcastchoices.com/adchoices
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Comments (68)

Austin Peek

Everyday I'm Hustlin

Feb 27th
Reply

Rkleap

Bypassing apple app store or google play store with disconted price can ban that app from apple or Google. This is the whole lawsuit from Frotnite against Apple and Google going on for anti trust or sote monopoly

Oct 22nd
Reply

Steve Jarrett

Never leave reviews, tried one episode and the ads were longer than the lame advice

Jun 12th
Reply

Richard Ottley

automagically 😅 love the play on words.. Happy memorial day sir

May 25th
Reply

Richard Ottley

that's terrible 😞☹️ how you get a bad review without an explanation

May 8th
Reply

Debra Dukes

Absolutely agree also can't wait Deb👍✌

May 6th
Reply

Nmorgan89

Just discovering this podcast. Wow, this has to be one of my favorite podcasts and I am only on episode #12! I really look forward to all the recorded episodes I'm going to dedicate my time to.

Apr 27th
Reply (1)

Richard Ottley

Yes shout out to Castbox this is the best podcast app, very simple to use and clutter free design 🙏🏾🙏🏾😎

Apr 1st
Reply

Kevin Stoddart

3 minutes of ads at the beginning is TOO MUCH!

Jan 24th
Reply (1)

Richard Ottley

Happy Thanksgiving Chris 🦃🦃😋😋

Nov 28th
Reply (4)

Jim Eiden

I answered a craigslist ad for this once. They never got back to me

Oct 14th
Reply (1)

Richard Ottley

I remembered seeing the CNBC millennials segment on YouTube... great job Andrew 👍

Aug 31st
Reply

Hadar Sharvit

4 minutes out of 11 are ads. are you joking?

Aug 28th
Reply (2)

Maddie Jones

Inspiring!

Jul 24th
Reply (1)

Maddie Jones

Just recently discovered this, binging and enjoying each episode, hopeful I will get inspired to do my own side hustle!

Jul 24th
Reply (2)

Andrew Ben Richard

I love this. been listening for months now but this is the very first episode that I can relate with. Am building my own digital agency and also a Nigerian

Jul 18th
Reply (1)

Nicole R

enjoy listening to. we live in a world that its possible to make money in many different ways. more reasons for me to be mean mugging the pan handler on the same corner for 2 years now cuz idk why begging for money is his only means! if I was homeless I'll surely be spending my time finding other ways to make money other than asking for it for free

Jun 20th
Reply

Richard Ottley

what type of books does Taylor resell and what's her Instagram account

Apr 24th
Reply

Derek Strohl

Just started listening to Podcasts and this is definitely in my top 3.

Mar 3rd
Reply (1)

Austin Peek

If you're looking for more Side Hustle stories... from what I hear, the Millionaire Interviews podcast... Heard the host is real cool too.

Jan 17th
Reply (2)
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