Episodes

  • Ep. 3318 - Q&A: “How can I sell on a platform like NextDoor?”
    Jan 31 2026

    NextDoor is not primarily designed as a platform for you to go crazy and sell a bunch of stuff. So if you DO want to sell there—what do you need to know?

    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.

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    4 mins
  • Ep. 3317 - STORY: Jiu-Jitsu Instructor Pins Down Mobile Workout Tool
    Jan 30 2026

    An unconventional workout tool becomes a hit on Kickstarter, then goes on to earn $20,000 a month for its creator.

    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.

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    7 mins
  • Ep. 3316 - TBT: Designer Scales Personalized Wedding Products to $1M+
    Jan 29 2026

    In this week’s “Throwback Thursday” segment, we hear from a graphic designer who does custom illustrations for weddings and other events. It’s now a seven-figure 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 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.

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    6 mins
  • Ep. 3315 - Q&A: “How do I transition from Etsy to Shopify?”
    Jan 28 2026

    A listener has been selling on Etsy and wants to make the switch to Shopify. What’s the best way to do this?

    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.

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    5 mins
  • Ep. 3314 - Q&A: “What's the best software to write a non-fiction book?”
    Jan 27 2026

    Today’s caller wants to know about the easiest and most helpful tools to write a non-fiction book. Unfortunately, books do not write themselves, but we’ll give him three resources that might make it easier.

    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.

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    5 mins
  • Ep. 3313 - First $1,000: “I still remember the day I hit the goal…”
    Jan 26 2026

    In this week’s First $1,000 segment, we hear from Jodi Carlson, who sells resources and materials for Girl Scout troop leaders.

    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.

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    8 mins
  • Ep. 3312 - STORY: The Clothes Dryer That Changed a Family Forever
    Jan 25 2026

    When this government employee is let go from his job, he stumbles upon a reselling opportunity that would end up helping his family ride the coming recession—and eventually earn six figures in a single year.

    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.

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    8 mins
  • Ep. 3311 - Q&A: “Get paid to help brands with their Terms & Conditions?”
    Jan 24 2026

    Today’s caller wants to help brands improve their Terms & Conditions, also known as T&C. Can she design and license a template that companies will pay for?

    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.

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    5 mins