• 7 minutes 37 seconds
    Ep. 3597 - STORY: The Travel Blog That Paid for a House

    A “Digital Nomad Wannabe” goes from aspiration to vindication, earning up to $50,000/month and eventually buying a home with the proceeds from her blog.

    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: [email protected]

    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.

    6 November 2026, 8:00 am
  • 6 minutes 5 seconds
    Ep. 3596 - TBT: Soap Springs Eternal for Non-Profit Employee

    In this week’s “Throwback Thursday” segment, we hear from a soap-making adventuress who goes all-in on a squeaky clean side hustle.

    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: [email protected]

    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.

    5 November 2026, 5:24 pm
  • 4 minutes 30 seconds
    Ep. 3595 - Q&A: “Too tired to hustle at the end of the day…”

    At the end of a long workday, how do you find the energy to work on your side hustle? Let’s give this listener (and you!) three quick tips to manage the overwhelm.

    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: [email protected]

    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.

    4 November 2026, 8:00 am
  • 4 minutes 43 seconds
    Ep. 3594 - Q&A: “Is it better to offer more ways of accepting payment?”

    This listener is wondering about adding new options for accepting payment, including checking debits and cryptocurrency. Is more always better?

    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: [email protected]

    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.

    3 November 2026, 8:00 am
  • 6 minutes 33 seconds
    Ep. 3593 - First $1,000: “I had to spend $20,000 to make $1,000…”

    In this week’s “First $1,000” segment, we hear from the creator of Metaphor Dice, the writing tool that plays like a game and helps you think more figuratively. How did he make his first $1,000, and what did he learn?

    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: [email protected]

    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.

    2 November 2026, 8:00 am
  • 7 minutes 5 seconds
    Ep. 3592 - STORY: Friends Foster Korean Face Mask Frenzy

    When several friends and colleagues discover the consumer craze over Korean face masks, they team up to create their own subscription box side hustle.

    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: [email protected]

    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.

    1 November 2026, 7:00 am
  • 4 minutes 54 seconds
    Ep. 3591 - Q&A: “How to market spooky savory pastries?”

    Happy Halloween! In the spirit of the holiday, we have a listener in Canada who’s making a spooky treat for sale. What’s the best way she can reach a market of buyers?

    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: [email protected]

    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.

    31 October 2026, 7:00 am
  • 5 minutes 45 seconds
    Ep. 3590 - Failure Friday: “I dropped out of Stanford and left my business…”

    In this week’s Failure Friday segment, we hear from Bryan Quoc Le, a scientist and food blogger. His early days of selling vegan banana ice cream at Stanford felt promising, but soon turned into too much to handle.

    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: [email protected]

    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.

    30 October 2026, 7:00 am
  • 8 minutes 13 seconds
    Ep. 3589 - TBT: “Recovering Attorney” Operates 7-Figure Podcast Service

    In this week’s “Throwback Thursday” segment, we hear from a former attorney and White House aide who starts a service helping businesses with podcasts. It’s grown into a 7-figure operation!

    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: [email protected]

    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.

    29 October 2026, 7:00 am
  • 5 minutes 28 seconds
    Ep. 3588 - Q&A: “How to become an affiliate manager for large launches?”

    Some product launches have an “affiliate manager” who coordinates promotion efforts. How can our listener learn to offer this service on a freelance basis?

    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: [email protected]

    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.

    28 October 2026, 7:00 am
  • 5 minutes 28 seconds
    Ep. 3587 - Q&A: “How to approach a company about a partnership?"

    Today’s listener has an interesting challenge: he wants to reach out to a company he bought a product from and offer to partner with them. He’s already tracked down their key employees on LinkedIn. What’s the next step?

    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: [email protected]

    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.

    27 October 2026, 7:00 am
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