• 4 minutes 46 seconds
    Ep. 3546 - Q&A: “Where are my customers coming from?”

    This listener sells a video tutorial series for students taking the MCAT—but she’s not sure where her customers are coming from. How can she aquire this valuable information?


    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 September 2026, 7:00 am
  • 6 minutes 9 seconds
    Ep. 3545 - Q&A: “How can I publish my Army enlistment guide?”

    An Army veteran wants to help new military enlistees get a leg up in training. What’s the best format for his material? 


    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 September 2026, 7:00 am
  • 5 minutes 11 seconds
    Ep. 3544 - First $1,000: “I have 3 clients and $4,000/month in retainer fees…”

    In this week’s First $1,000 segment, we hear from a Social Media Manager from Toronto. She has a day job she enjoys but—naturally—also has a side hustle that’s bringing in $4,000 a month. 


    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.

    14 September 2026, 7:00 am
  • 6 minutes 56 seconds
    Ep. 3543 - STORY: Professor Starts Marvel-ous YouTube Channel

    A university professor manages depression by sharing his gift for gaming and community building on YouTube.  


    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.

    13 September 2026, 7:00 am
  • 5 minutes 5 seconds
    Ep. 3542 - Q&A: “Can you still get paid to post pins on Pinterest?”

    An early Side Hustle School episode featured a woman who earned $40,000 pinning images on Pinterest. Is this business model still feasible?


    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.

    12 September 2026, 7:00 am
  • 7 minutes 14 seconds
    Ep. 3541 - STORY: American Woman Starts International Whisky Brand

    A graphic designer falls in love with scotch—building an international whisky brand with money she’d originally saved for couples counseling. 


    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.

    11 September 2026, 7:00 am
  • 7 minutes 1 second
    Ep. 3540 - TBT: Blogger Explores Affiliate Marketing in India

    In this week’s “Throwback Thursday” segment, we hear from a blogger in India who helps readers with financial products, earning commissions along the way.


    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.

    10 September 2026, 7:00 am
  • 5 minutes 1 second
    Ep. 3539 - Q&A: “How about a directory of garage and yard sales?”

    Today’s caller has an idea to create a directory of garage and yard sales. She thinks it’s a winner because so many people are trying to buy and resell items. What’s the best way to 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.

    9 September 2026, 7:00 am
  • 5 minutes 44 seconds
    Ep. 3538 - Q&A: “I have 20 years of experience—how do I pick a niche?”

    Today’s caller draws on a lot of experience in production, branding, and more. She now wants to strike out on her own, but feels overwhelmed by all the options. Can we help her find the right 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: [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.

    8 September 2026, 7:00 am
  • 6 minutes 41 seconds
    Ep. 3537 - First $1,000: “I wanted to be the guy with a laptop on the beach…”

    In this week’s First $1,000 segment, we hear from the founder of Maid This, a cleaning company that grows to millions of dollars in sales and allows the founder to work remotely.  


    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.

    7 September 2026, 7:00 am
  • 7 minutes 10 seconds
    Ep. 3536 - STORY: BBQ Catering Hustle Smokes Out Competitors

    They loved smoked BBQ—and one day, they realized doing it for a living was the dream. So they jumped in full-force to the idea, heading straight for disaster. 


    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 September 2026, 7:00 am
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