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Side Hustle School

Chris Guillebeau
Side Hustle School
Latest episode

3641 episodes

  • Side Hustle School

    Ep. 3584 - Q&A: “Should I create a pre-order campaign for my book launch?”

    24/10/2026 | 4 mins.
    Today’s listener is self-publishing a book on personal finance—and he’s wondering about the launch process. Should he make the book available for pre-order or just put it up for sale?
    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. 😎 🙏🏼
    Hosted on Acast. See acast.com/privacy for more information.
  • Side Hustle School

    Ep. 3583 - STORY: Maniac Pumpkin Carving!

    23/10/2026 | 8 mins.
    Get paid up to $700 each for carving pumpkins?? Only on Side Hustle School: a love of all things Halloween leads two friends to carve out a chunk of seasonal profits.
    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. 😎 🙏🏼
    Hosted on Acast. See acast.com/privacy for more information.
  • Side Hustle School

    Ep. 3582 - TBT: Aussie Sketches Old Homes for New Money

    22/10/2026 | 9 mins.
    In this week’s “Throwback Thursday” segment, we hear from a designer in Australia who sketches and sells illustrations of houses. Her side hustle is now her full-time focus!
    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. 😎 🙏🏼
    Hosted on Acast. See acast.com/privacy for more information.
  • Side Hustle School

    Ep. 3581 - Q&A: “Can you deduct side hustle losses from income taxes?”

    21/10/2026 | 4 mins.
    This listener’s new side hustle lost money this year. Hopefully that will change in the future, but for now—is there a silver lining in being able to deduct losses from his income 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 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. 😎 🙏🏼
    Hosted on Acast. See acast.com/privacy for more information.
  • Side Hustle School

    Ep. 3580 - Q&A: “Is there an easier way to start reselling?”

    20/10/2026 | 4 mins.
    Reselling is quick and simple—but it’s also a lot of work, and today’s caller is looking for a shortcut. Does such a thing exist?
    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. 😎 🙏🏼
    Hosted on Acast. See acast.com/privacy for more information.
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About Side Hustle School
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.
Podcast website

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