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
    • 4.8 • 232 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.

    #2757 - Failure Friday: Lost Contract Leads to 50% Revenue Drop

    #2757 - Failure Friday: Lost Contract Leads to 50% Revenue Drop

    In this week’s Failure Friday segment, we hear from an employee training consultant who lands a big contract—only to become too dependent on it.
    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
    #2756 - TBT: Charging Higher Rates Through Content Strategy Consulting

    #2756 - TBT: Charging Higher Rates Through Content Strategy Consulting

    In this week’s “Throwback Thursday” segment, we hear from a freelance writer who transformed her business by shifting to content strategy consulting. Learn how she leveraged AI tools to provide stronger insights, resulting in higher-paying work and more consistent client relationships.
    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
    #2755 - Q&A: “What are creative ways to monetize YouTube and Instagram?”

    #2755 - Q&A: “What are creative ways to monetize YouTube and Instagram?”

    In this episode, we explore innovative ways to monetize YouTube and Instagram content beyond ad revenue and sponsorships. 
    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

    • 6 min
    #2754 - Q&A: “How to balance teaching and side hustling?”

    #2754 - Q&A: “How to balance teaching and side hustling?”

    In this episode, we explore strategies to help a listener balance his full-time teaching job with a side hustle. How can he manage his time effectively and avoid burnout?
    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

    • 6 min
    #2753 - First $1k: Woodworker Breathes New Life into Old Lumber

    #2753 - First $1k: Woodworker Breathes New Life into Old Lumber

    In this week's First $1,000 segment, we meet a woodworker who discovers the beauty and potential of reclaimed lumber—and then sells it!
    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
    #2752 - Q&A: “How to handle negative reviews on Etsy?”

    #2752 - Q&A: “How to handle negative reviews on Etsy?”

    In this episode, we explore how to handle negative reviews and maintain a positive reputation for your online shop. This caller needs some help!
    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

    • 6 min

Customer Reviews

4.8 out of 5
232 Ratings

232 Ratings

26 Wheels ,

Enjoyment

Enjoy listening about people who create new streams of income. I especially love hear Chris’s pun’s, gives me a great laugh.

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!

Top Podcasts In Business

The Diary Of A CEO with Steven Bartlett
DOAC
She's On The Money
Victoria Devine
Big Business with Brittney Saunders
Nova Podcasts
Chanticleer
Australian Financial Review
Equity Mates Investing Podcast
Equity Mates Media
Straight Talk with Mark Bouris
Mentored.com.au

You Might Also Like

The Side Hustle Show
Nick Loper of Side Hustle Nation
The Smart Passive Income Online Business and Blogging Podcast
Pat Flynn
The My Wife Quit Her Job Podcast With Steve Chou
Steve Chou
Entrepreneurs on Fire
John Lee Dumas of EOFire
Niche Pursuits Podcast: Find Your Next "Niche" Business Idea!
Spencer Haws: NichePursuits.com
The UpFlip Podcast
UpFlip