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.
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Weekly Recap #10: Tiny Houses, T-Shirts, and Ro...
In our tenth weekly recap, we'll highlight the lessons learned in this week. Also: more listener Q&A!
10 min
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#69 - NYC Jazz Musician Builds $40,000/Year Blog
A musician finds financial freedom by growing a blog and starting an ecourse on learning jazz.
7 min
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#68 - Alcohol Fueled Idea Sells Over 1,500 Shir...
Three friends come up with a winning idea to add huge pockets to the fronts of shirts… because everyone needs a way to carry puppies and beers around with them.
5 min
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#67- A Life of Travel Leads to a House-Designin...
A Pacific Northwest couple travels full-time but still brings in over $60,000/year designing “tiny” houses and alternative living spaces.
5 min
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#66 - Employee Starts Net-Zero Personal Finance...
An accountant finds a way to bridge the gap between financial advisers and tax professionals.
5 min
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#65 - Finance Employee Sells 200,000 Self-Publi...
When she can’t find anything good to read, a finance employee starts writing romance novels of her own. The books go on to sell hundreds of thousands of copies and pull her family out of debt.
9 min
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#64 - Long-Haired Men Create Tribal Identity
Two guys create a “Hair Ties for Guys” hustle based on the unique shared identity of men with long hair.
6 min
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Weekly Recap #9: 50 Shades of Hustling
In our ninth weekly recap, we'll highlight the lessons learned in this week of Side Hustle School. Also: listener Q&A!
10 min
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#62: American Teacher Pans for Gold in New Zealand
After changing continents multiple times, an elementary school teacher finds true love, settles down in NZ, goes panning for gold, and ends up making $40,000/year working mostly on the weekends.
7 min
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#61: Mom-Founded Startup Rents Infant Gear to T...
Busy mom in Chicago uses a peer-to-peer sharing platform to earn extra money for her family and help visiting parents get all the baby gear they need for their trip.
7 min
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Extended Cut #2: 9 Starter Ideas for Your First...
Bonus episode! If you’re just getting started in the world of side hustling, explore these different platforms and ideas, including Skillshare (teaching a class), Wyzant (tutoring), etsy (selling handcrafted items), and 6 more.
20 min
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#60: Marketing Consultant Creates Private Retreats
In the foothills of Tennessee, a marketing consultant designs a quarterly, high-end retreat weekend to help attendees take stock of their lives and businesses.
6 min
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#59: PE Teacher Makes $11,000 with Membership Site
A PE teacher starts a blog that makes more than $11,000 through a sustainable revenue model that will likely grow with each passing month.
6 min
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#58: 50 Shades of Grey Inspires Bedroom Items H...
A chemical engineer capitalizes on the 50 Shades of Grey craze by creating a collection of adventurous products… all hidden in a series of ordinary-looking books.
7 min
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#57: Microsoft Employee Teaches Hula Hooping
A Microsoft specialist turns a unique hobby into an $800/month side hustle.
5 min
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Weekly Recap #8: Plane Tickets, Punk Art, and A...
In our eighth weekly recap, we'll highlight the lessons learned in this week of Side Hustle School. Also: more listener Q&A!
10 min
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#55: T-Shirts on Amazon Make $17,000 in a Month
A former corporate employee in Ireland runs a merchandising hustle on Amazon.com that brings in as much as $17,000 in profit in a single month.
8 min
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Monthly Check-In: How are Things Going? Let Me ...
Side Hustle School is made for you! Let me know what you're working on and what your #1 struggle is. Share your answers and opinions at SideHustleSchool.com/report.
1 min
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#54: Penny Portraits of Abe Lincoln Turn Into $...
An investment marketer creates a poster portrait of America’s 16th president. Since debuting his design, it’s sold more than 4,000 units and made $40,000.
6 min
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#53: Queer Punk Artist Starts Personal Finance ...
A manager for a non-profit organization who describes herself as a queer punk artist creates a series of personal finance classes.
6 min
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#52: Facebook Photo Leads to Today Show Appearance
An elementary school teacher is on a mission to introduce a non-toxic face paint for school rallies and sporting events.
6 min
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#51: "Cheap Plane Tickets" Site Becomes Million...
A Washington, DC political analyst turns his travel hacking skills into an email list of more than 275,000 subscribers.
8 min
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#50: Belgian Fine Chocolate Comes to America
After living in Belgium for 13 years, a Louisiana native returns home and starts a hustle making fine chocolate.
7 min
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Weekly Recap #7: Live Crickets, Tarot, and Rein...
In our seventh weekly recap, we'll highlight the lessons learned in this week of Side Hustle School. Also: more listener Q&A!
9 min
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#48: New Yorker Doubles Her Income With Next-le...
How a senior designer for a feminist media publication decides to create tarot card decks and ends up making as much with her side hustle as she does at her day job.
7 min