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    Business

    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.

    Sales and Distribution by Lemonada Media https://lemonadamedia.com/  

    Advertise

    Copyright: © 588793

    • Apple Podcasts
    • Google Play
    • Spotify
    Latest Episodes:
    Ep. 3072 - Q&A: “Why do struggling businesses keep their doors open?” May 30, 2025
    Show notes

    How do some retail stores stay open for years without making a profit? In this episode, we explore the hidden factors that keep struggling businesses afloat.

    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.

    Ep. 3071 - TBT: From DIY Pet Tributes to Six-Figure Etsy Shop May 29, 2025
    Show notes

    In this week’s Throwback Thursday segment, we hear from a maker who turned a small Etsy shop selling custom pet memorials into a thriving business. Since their last appearance, they’ve expanded their product line and found new ways to help grieving pet owners honor their companions.

    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.

    Ep. 3070 - STORY: High School Student Earns $20,000 Making Wooden Bow Ties May 28, 2025
    Show notes

    When a young woodworker receives a wooden bow tie as a gift, he’s unimpressed… so he learns to make his own and ends up earning $20,000 in a year as a high-school student.

    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.

    Ep. 3069 - Q&A: “I’m ready to sell my side hustle—how do I do it?” May 27, 2025
    Show notes

    How do you sell your side hustle without getting shortchanged? In this episode, we break down how to value your business, find the right buyer, and make a smooth exit.

    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.

    Ep. 3068 -First $1,000: Real Estate Office Rents Out Podcast Studio May 26, 2025
    Show notes

    In this week’s First $1,000 segment, discover how a small real estate office transformed an underused room into a podcast studio, bringing in steady income with minimal effort.

    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.

    Ep. 3067 - Weekend Workshop: Frame Your First Dollar May 25, 2025
    Show notes

    This new segment is all about helping you learn the key steps to a new side hustle in 2025, one step or concept per week. It includes activities, examples, and more—and of course it’s all free. Today’s topic: celebrating your milestones.

    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.

    Ep. 3066 - Q&A: “Is YouTube really ‘top of funnel’ for educational creators?” May 24, 2025
    Show notes

    Is YouTube the best way to turn viewers into paying customers, or just a platform where people expect free content? In this episode, we break down whether YouTube really works as a sales funnel for creators.

    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.

    Ep. 3065 - Q&A: “How do I take a break from my hustle without losing momentum?” May 23, 2025
    Show notes

    Can you take a break from your side hustle without losing momentum? In this episode, we explore how to pause your business the right way—and come back even stronger.

    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.

    Ep. 3064 - TBT: Turning Plastic into High-End Interior Pieces May 22, 2025
    Show notes

    This week’s Throwback Thursday feature highlights a 3D printing enthusiast who pivoted from small gifts to high-end home décor, creating unique pieces for upscale interiors.

    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.

    Ep. 3063 - STORY: Golfer Takes Swing At Content Website May 21, 2025
    Show notes

    A sales agency manager transforms his frustration with online golf advice into a thriving niche website generating $5,000 in monthly income.

    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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