2,000 episodes

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.

Side Hustle School Chris Guillebeau / Onward Project

    • Business
    • 4.7 • 3.1K Ratings

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.

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

    #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
    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

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

    #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: 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

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

    #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: @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

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

    #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 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

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

    #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 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

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

    #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 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

    • 9 min

Customer Reviews

4.7 out of 5
3.1K Ratings

3.1K Ratings

DesertRose75 ,

So much information in little time!

This podcast gives so much realistic, insightful ideas in such a short amount of time. I didn’t think that could be possible but I was wrong! Love the stories shared but also the daily texts I get on how to formulate my ideas is something I look forward to everyday. Great podcast. A must for anyone trying to build their side hustle.

Takwdo ,

Life Changing

This show got me obsessed with making a second source of passive income. Chris’s thoughts and ideas are super inspirational, but also actionable. It took a year or so of trying different ideas, but thanks to the insight from this podcast I was able to start a small (mostly passive) side business that brought in over 20k in the first year. I credit a lot of that to Side Hustle School.

Rummyman ,

Way Too Many Ads

For a podcast that is less than 10 min long, there are way too many ads. Plus, the “info/advice” is often not in depth enough to help me.

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