• 4 minutes 45 seconds
    Ep. 3524 - Q&A: “I’d like to be a financial advisor for Gen Z…”

    This Gen Z listener wants to become a financial advisor for her generation. How can she build her authority and platform?


    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.

    25 August 2026, 7:00 am
  • 6 minutes 27 seconds
    Ep. 3523 - First $1,000: “I wanted to explore AI-generated art…”

    In this week’s First $1,000 segment, we hear from a real estate professional who makes and sells design elements that come from AI-generated art. 


    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.

    24 August 2026, 7:00 am
  • 7 minutes
    Ep. 3522 - STORY: Lather, Rinse, Recycle: Soapy Problem Leads to Clean Solution

    An account manager solves the pondering question of “What happens to soap after it’s used in a hotel room?”—and turns it into a sustainable 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.

    23 August 2026, 7:00 am
  • 4 minutes 49 seconds
    Ep. 3521 - Q&A: “How do I find customers as a digital personal assistant?”

    Today’s listener is in search of his first customer! He wants to become a digital personal assistant to help people with tech support. How should he proceed?

    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.

    22 August 2026, 11:15 pm
  • 6 minutes 16 seconds
    Ep. 3520 - Failure Friday: “After I was hit by a car, things got worse…”

    In this week’s Failure Friday segment, we hear from an affiliate marketer who encountered an unusual problem: after he was hit by a car, the public knowledge of his business was used against him. 


    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.

    21 August 2026, 7:00 am
  • 6 minutes 46 seconds
    Ep. 3519 - TBT: Bridesmaid-for-Hire Keeps Walking Down the Aisle

    In this week’s “Throwback Thursday” segment, we hear from the woman behind “Bridesmaid-for-Hire,” one of our most popular episodes in year one. Her business has grown a lot since then, but she’s also learned some lessons in simplifying. 


    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.

    20 August 2026, 7:00 am
  • 4 minutes 17 seconds
    Ep. 3518 - Q&A: “Where do I begin if I want to make an app?”

    This listener wants to make an app, but needs some help knowing where to start.


    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.

    19 August 2026, 7:00 am
  • 4 minutes 26 seconds
    Ep. 3517 - Q&A: “Should I start a new site for my food business?”

    This listener has an older food blog that she hasn’t updated in a while, and now she wants to convert it to an ecommerce site. Is that the best approach, or should she start all over?


    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.

    18 August 2026, 7:00 am
  • 4 minutes 51 seconds
    Ep. 3516 - First $1,000: “I built an Airbnb rental in my backyard…”

    In this week’s First $1,000 segment, we hear from a serial side hustler who builds an ADU in his backyard, allowing him to earn $1,500/month in passive rentals. He then uses the profits to buy another property.


    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.

    17 August 2026, 7:00 am
  • 6 minutes 41 seconds
    Ep. 3515 - STORY: Hair Braiding Workshops Help Trans-Racial Adoptive Families

    A Chicago woman uses her side hustle to support her life, then adapts it to help more than 1,000 children in trans-racial adoptive families. 


    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.

    16 August 2026, 7:00 am
  • 4 minutes 24 seconds
    Ep. 3514 - Q&A: “How to make a board game from start to finish?”

    Today’s listener wants to make a board game. There are many steps involved, and he’ll need to learn a lot along the way. But that shouldn’t stop him! Let’s see if we can help him out. 


    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.

    15 August 2026, 7:00 am
  • More Episodes? Get the App