2,000 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
    • 4.7 • 3.2K 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.

    #2670 - Q&A: “How can I get started as a busy parent?”

    #2670 - Q&A: “How can I get started as a busy parent?”

    In today's episode, we consider how to efficiently manage your time, streamline tasks, and make your side hustle thrive—even with a full plate.
    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.substack.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. 😎 🙏🏼 

    To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy

    Learn more about your ad choices. Visit https://podcastchoices.com/adchoices

    • 7 min
    #2669 - First $1,000: AI-Generated Art for Content Companies

    #2669 - First $1,000: AI-Generated Art for Content Companies

    In this week’s First $1,000 segment, we hear from a guy who sells AI-generated art to internet companies that publish hundreds of articles a day.
    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.substack.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. 😎 🙏🏼 

    To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy

    Learn more about your ad choices. Visit https://podcastchoices.com/adchoices

    • 7 min
    #2668 - Q&A: “What’s the secret to a high-paying personal finance blog?”

    #2668 - Q&A: “What’s the secret to a high-paying personal finance blog?”

    Ever wondered how to turn your financial savvy into a top-ranking blog? Today, we’re breaking down the secrets to making this finance blog a go-to resource for debt-burdened millennials.
    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.substack.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. 😎 🙏🏼 

    To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy

    Learn more about your ad choices. Visit https://podcastchoices.com/adchoices

    • 8 min
    #2667 - Q&A: “Email strategy for Los Angeles event planning…”

    #2667 - Q&A: “Email strategy for Los Angeles event planning…”

    Today's episode is all about mastering email marketing. We’ll do this in the context of an LA event planner—but you can apply the quick lessons to almost any industry.
    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.substack.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. 😎 🙏🏼 

    To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy

    Learn more about your ad choices. Visit https://podcastchoices.com/adchoices

    • 7 min
    #2666 - Failure Friday: The Unexpected Inventory Overflow

    #2666 - Failure Friday: The Unexpected Inventory Overflow

    In this week’s Failure Friday segment, we hear from a women’s clothing seller who uses predictive analytics to decide what to order for the holiday season. Unfortunately, her forecast didn’t line up with actual demand.
    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.substack.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. 😎 🙏🏼 

    To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy

    Learn more about your ad choices. Visit https://podcastchoices.com/adchoices

    • 9 min
    #2665 - TBT: Independent Book Editor Turns Over New Leaf

    #2665 - TBT: Independent Book Editor Turns Over New Leaf

    In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a New York City editor who leaves her publishing job after having a child and now works freelance.
    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.substack.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. 😎 🙏🏼 

    To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy

    Learn more about your ad choices. Visit https://podcastchoices.com/adchoices

    • 8 min

Customer Reviews

4.7 out of 5
3.2K Ratings

3.2K Ratings

Fitterthanyou ,

Inspiration is good

Right after my morning meditation and coffee listening to side hustle school is the first thing I do. Each show inspires me every day. I'm gaining enough inspiration and knowledge from each of the shows to hopefully someday take action and start my own side hustle. The show is so well done, short and to the point. I can't wait to hear what's coming the next morning.

Cindi Kolf ,

Love Side Hustle!

To the point with lots of good information! Thank you, Chris!

Berkeley knight ,

Entrepreneurshipclass

Side hustle rocks

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