1,895 episodes

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.

Side Hustle School Chris Guillebeau / Onward Project

    • Business
    • 4.8 • 228 Ratings

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.

    #1842 - Q&A: Should I hire a designer or do it myself?

    #1842 - Q&A: Should I hire a designer or do it myself?

    When should you hire a designer and when should you “just get it done” on your own? In this listener’s case, she’s really not sure—let’s see if we can help her make the decision.  
    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 Twitter: @chrisguillebeau
    Connect on Instagram: @193countries
    Visit Chris's main site: ChrisGuillebeau.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. 😎 🙏🏼 
    Learn more about your ad choices. Visit podcastchoices.com/adchoices

    • 6 min
    #1841 - Q&A: “The Super Mario Bros. civil war reenactment…”

    #1841 - Q&A: “The Super Mario Bros. civil war reenactment…”

    Today’s caller has an idea to remix a historical event for a new generation. Forget about civil war reenactments—they want to create a reenactment of classic video game battles! 🍄
    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 Twitter: @chrisguillebeau
    Connect on Instagram: @193countries
    Visit Chris's main site: ChrisGuillebeau.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. 😎 🙏🏼 
    Learn more about your ad choices. Visit podcastchoices.com/adchoices

    • 6 min
    #1840 - Failure Friday: “We spent countless hours making videos no one watched…”

    #1840 - Failure Friday: “We spent countless hours making videos no one watched…”

    In this week’s Failure Friday segment, we hear from the co-founder of Master ABA, a site that helps families and professionals help children with autism. The two founders spent a great deal of time developing a membership that wasn’t compelling to their audience, before realizing their mistake and regrouping.
    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 Twitter: @chrisguillebeau
    Connect on Instagram: @193countries
    Visit Chris's main site: ChrisGuillebeau.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. 😎 🙏🏼 
    Learn more about your ad choices. Visit podcastchoices.com/adchoices

    • 9 min
    #1839 - TBT: Prize Fighter Leaves Ring for Soulful CBD Sales

    #1839 - TBT: Prize Fighter Leaves Ring for Soulful CBD Sales

    In this week’s “Throwback Thursday / Where are they now?” segment, we hear from Mike Lee, the co-founder of Soul CBD. After a successful boxing career, Mike hung up his gloves to enter the small business arena.
    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 Twitter: @chrisguillebeau
    Connect on Instagram: @193countries
    Visit Chris's main site: ChrisGuillebeau.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. 😎 🙏🏼 
    Learn more about your ad choices. Visit podcastchoices.com/adchoices

    • 9 min
    #1838 - Q&A: “An old-school magazine about old-school businesses…”

    #1838 - Q&A: “An old-school magazine about old-school businesses…”

    This caller wants to start a print publication—nothing digital! What’s the business model of this potential business magazine? 
    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 Twitter: @chrisguillebeau
    Connect on Instagram: @193countries
    Visit Chris's main site: ChrisGuillebeau.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. 😎 🙏🏼 
    Learn more about your ad choices. Visit podcastchoices.com/adchoices

    • 6 min
    #1837 - Lifelong Toy Car Fan Becomes Mega Dealer

    #1837 - Lifelong Toy Car Fan Becomes Mega Dealer

    A chance encounter at a funeral leads to a second act reselling vintage toy cars.  
    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 Twitter: @chrisguillebeau
    Connect on Instagram: @193countries
    Visit Chris's main site: ChrisGuillebeau.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. 😎 🙏🏼 
    Learn more about your ad choices. Visit podcastchoices.com/adchoices

    • 9 min

Customer Reviews

4.8 out of 5
228 Ratings

228 Ratings

Vee129087 ,

Great stories

I’ve been trying my whole life to find my side hustle. I love listening to podcast and I stumbled with this one and it’s really great!

Freddomum ,

Renews me every day

I love my daily dose of side hustle school - always interesting, often inspiring and with a bias to action. What’s not to like!

ianz205 ,

Short effective & inspiring

Full kudos to the Side Hustle team. This is such a simple, effective and inspiring series of stories and such an array of people and ideas that are shared from it. Hear hear!

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