Side Hustle School – Details, episodes & analysis
Podcast details
Technical and general information from the podcast's RSS feed.


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/
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Spotify
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Shared links between episodes and podcasts
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See all- https://omnystudio.com/listener
1127387 shares
- http://chrisguillebeau.com/
3070 shares
- http://team@sidehustleschool.com/
3039 shares
- https://www.instagram.com/193countries
3320 shares
- http://twitter.com/chrisguillebeau
2254 shares
- https://twitter.com/chrisguillebeau
34 shares
RSS feed quality and score
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See allScore global : 74%
Publication history
Monthly episode publishing history over the past years.
Ep. 3095 - Weekend Workshop: Creating Business Systems
Episode 3095
dimanche 22 juin 2025 • Duration 08:19
This new segment is all about helping you learn the key steps to a new side hustle in 2025, one step or concept per week. It includes activities, examples, and more—and of course it’s all free. Today’s topic: “get it out of your head” by creating business systems.
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 Instagram: @193countries
Visit Chris's main site: ChrisGuillebeau.com
Read A Year of Mental Health: yearofmentalhealth.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. 😎 🙏🏼
See omnystudio.com/listener for privacy information.
Ep. 3094 - Q&A: “Can organizing someone’s email become a real side hustle?”
Episode 3094
samedi 21 juin 2025 • Duration 05:42
Inbox zero, for hire? In this episode, we explore whether paid email cleanup can be a viable side hustle—and how to land the kind of clients who’ll actually pay for 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.com/questions
Connect on Instagram: @193countries
Visit Chris's main site: ChrisGuillebeau.com
Read A Year of Mental Health: yearofmentalhealth.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. 😎 🙏🏼
See omnystudio.com/listener for privacy information.
Ep. 3085 - TBT: Print-on-Demand Store Crushes It Without Ads
Episode 3085
jeudi 12 juin 2025 • Duration 06:41
In this week’s Throwback Thursday segment, see how a side hustler built a thriving print-on-demand business by tapping into ultra-specific niches—like “retired paramedic” mugs—without ever spending on ads.
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 Instagram: @193countries
Visit Chris's main site: ChrisGuillebeau.com
Read A Year of Mental Health: yearofmentalhealth.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. 😎 🙏🏼
See omnystudio.com/listener for privacy information.
Ep. 2995 - Q&A: “How to organize leads without getting overwhelmed?”
Episode 2995
vendredi 14 mars 2025 • Duration 05:07
In this episode, we help a small business owner organize client leads without getting overwhelmed. Learn simple, affordable ways to track inquiries, follow-ups, and deadlines—even if you’re not ready for a big CRM system.
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 Instagram: @193countries
Visit Chris's main site: ChrisGuillebeau.com
Read A Year of Mental Health: yearofmentalhealth.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. 😎 🙏🏼
See omnystudio.com/listener for privacy information.
#2096 - Personal Finance Writer Monetizes Medium Posts
Episode 2096
mardi 27 septembre 2022 • Duration 06:55
Hoping to pay off his debt, a policy analyst begins writing about personal finance. Before long, he was earning more than $5,000/month.
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. 😎 🙏🏼
To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy
Learn more about your ad choices. Visit https://podcastchoices.com/adchoices
See omnystudio.com/listener for privacy information.
#2095 - First $1,000: “I left personal training to become a life coach…”
Episode 2095
lundi 26 septembre 2022 • Duration 06:42
In this week’s First $1,000 segment, we hear from a personal trainer who makes a big change to become a life coach. Is she able to manifest her way to a full slate of 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: 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. 😎 🙏🏼
To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy
Learn more about your ad choices. Visit https://podcastchoices.com/adchoices
See omnystudio.com/listener for privacy information.
#2094 - Q&A: “I lost money on Bitcoin … is that tax-deductible?”
Episode 2094
dimanche 25 septembre 2022 • Duration 05:03
If you began investing in cryptocurrency at the top of the market, you might be sitting on some pretty significant losses. Today’s caller is wondering if there’s a bright side: can these losses be deducted from your taxes?
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. 😎 🙏🏼
To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy
Learn more about your ad choices. Visit https://podcastchoices.com/adchoices
See omnystudio.com/listener for privacy information.
#2093 - Q&A: “I’m starting home improvement classes, with a twist…”
Episode 2093
samedi 24 septembre 2022 • Duration 05:01
A listener plans to offer a series of online home improvement classes. Is this a good idea—and if so, how can she connect with potential subscribers and paying customers?
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. 😎 🙏🏼
To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy
Learn more about your ad choices. Visit https://podcastchoices.com/adchoices
See omnystudio.com/listener for privacy information.
#2092 - Failure Friday: “I had to issue refunds and cancel 50 orders…”
Episode 2092
vendredi 23 septembre 2022 • Duration 06:26
In this week’s Failure Friday segment, we hear from a successful Shopify store owner who sells party favors. Everything was going great, until disaster struck in the form of a misplaced change to her order panel.
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. 😎 🙏🏼
To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy
Learn more about your ad choices. Visit https://podcastchoices.com/adchoices
See omnystudio.com/listener for privacy information.
#2091 - TBT: Online Yoga for People with Chronic Illnesses
Episode 2091
jeudi 22 septembre 2022 • Duration 06:30
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a Toronto yoga teacher who offers classes to people with chronic illnesses. She also works as a freelance writer and travels the world.
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. 😎 🙏🏼
To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy
Learn more about your ad choices. Visit https://podcastchoices.com/adchoices
See omnystudio.com/listener for privacy information.








