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
    • 4.9 • 161 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.

    #2709 - Q&A: “How does a side hustling astronomer get paid?”

    #2709 - Q&A: “How does a side hustling astronomer get paid?”

    In this episode, we guide an amateur astronomer in launching a stargazing experience side hustle. Learn the legal requirements, marketing strategies, and tips for sharing your passion for the cosmos with others!
    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
    #2708 - Failure Friday: Fashion Forward Idea Goes Solo

    #2708 - Failure Friday: Fashion Forward Idea Goes Solo

    In this week’s Failure Friday segment, we hear from a woman who dreams of starting a fashion blog with a close friend, only to lose nearly six months to indecisiveness. Lesson: don’t wait on your friends to get motivated!
    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
    #2707 - TBT: Dropping Into Ergonomic Ecommerce Success

    #2707 - TBT: Dropping Into Ergonomic Ecommerce Success

    In this week's "Throwback Thursday" segment, we catch up with a side hustler who discovered the power of drop-shipping ergonomic office products.
    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
    #2706 - Q&A: “How do travel bloggers get paid?”

    #2706 - Q&A: “How do travel bloggers get paid?”

    In this episode, we help a passionate traveler turn his blog into a profitable side hustle. Discover the most effective ways to monetize travel content and stand out in a crowded field.
    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
    #2705 - Q&A: “How can I compete against AI content??”

    #2705 - Q&A: “How can I compete against AI content??”

    In this episode, we help a freelance writer from Vancouver, Canada, find ways to stand out in a changing industry. Tune in to learn how to differentiate yourself as a human writer, showcase your unique value, and adapt your writing in the world of AI-generated content.
    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
    #2704 - First $1,000: TikTok's Makeup Maestro Conjures Viral Tutorials

    #2704 - First $1,000: TikTok's Makeup Maestro Conjures Viral Tutorials

    In this week’s First $1,000 segment, we hear from a makeup artist who conjured up a spellbinding side hustle by sharing their SFX secrets with a captivated TikTok audience.
    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

4.9 out of 5
161 Ratings

161 Ratings

frustrated Swan customer ,

The best podcast

This is my absolute favourite podcast. Bite size stories that are both interesting and informative. The host has a great sense of humour and genuinely wants to help people.
I can’t recommend this podcast enough.
It is the best!

milliejas ,

Inspiring and fun

I love this podcast. It is full of good ideas for starting up side hustles and it’s also really enjoyable to listen to. Thanks!!

Paul Mottley ,

Congrats on the consistency!

YES !!! I found another podcast that publishes daily ! Have added this to my daily listen “pod”

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