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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#91 - Copywriter Carves 140 Characters Into Cash
A creative director and copywriter makes an April Fool’s joke that turns into a long-term income stream.
5 min
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#90 - Academic Advisor Creates Profitable Karao...
A Washington, DC man uses his entrepreneurial skills and vocal chords to turn a profit and create entertainment and community.
6 min
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#89 - College Bartender Turns Online Shopping I...
In the age before easy online shopping, a bartender discovers a way to supplement the tips she lost during the recession by purchasing clothing and reselling to her friends.
7 min
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#88 - Father of 9 Starts “Uber for Tutoring” Hu...
Spending approximately five hours a month, one man is able to bring in 60k/year making the search for school tutors easier for busy parents.
6 min
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#87 - College Student Earns $20,000 a Month Cle...
After recognizing some major issues within the cleaning industry, a D.C. student sets out to start a customer service driven cleaning company that fills the void that other cleaning agencies leave behind.
7 min
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#86 - Car Enthusiast Sells $1 Million in Produc...
A car enthusiast follows up on his curiosity and creates a project that earns $5,000/month on average and has brought in over a million dollars after a decade.
6 min
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Weekly Recap #12: Social Good, Marijuana, and t...
In our twelfth weekly recap, we'll highlight the lessons learned in this week. Also: more listener Q&A!
10 min
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#84 - School Administrator Creates Digital Maga...
After discovering that his passion for goaltending has little to no online presence, a hockey fan decides to create his own resource blog.
8 min
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#83 - Bridesmaid-for-Hire Posts on Craigslist; ...
A Craigslist ad goes viral and brings a new six-figure business to an in-demand bridesmaid.
5 min
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Monthly Check-In: What's Your #1 Question For Me?
Side Hustle School is made for you! Let me know how it's going and how the show can best serve you as you build your hustle. Send your #1 question to podcast@sidehustleschool.com
1 min
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#82 -Bartender Writes Statewide Marijuana Guide
Colorado bartender sells 2,000 copies of a statewide marijuana guide in the boom of the budding cannabis economy.
6 min
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#81 - Freelance Illustrator Helps Other Artists...
A successful illustrator creates a side business earning more than $25,000 a year by helping artists sell their work online.
7 min
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#80 - South Carolina Man Learns to Make Candles...
Inspiration strikes in an upscale men’s store when a man comes across a line of handmade scented candles.
8 min
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#79 - Worm Composting Empire Brings in $400/Month
Texas man stumbles upon a worm composting method that turns into an interesting hobby and a fun side hustle. Don’t let your hustle idea wiggle away!
6 min
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#78 - Detroit Women Make Jewelry for Profit and...
An attorney for a professional baseball team co-founds a jewelry company that becomes a sustainable social enterprise.
5 min
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Weekly Recap #11: Tango, Glass Files, and Pork ...
In our eleventh weekly recap, we'll highlight the lessons learned in this week. Also: more listener Q&A!
8 min
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#76 - Successful Artist Adds $1,000/Month to Hi...
An artist uses his love of whimsical drawing to create a side hustle selling everything from autographed prints to coffee mugs with his designs on them
5 min
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#75 - British Pub Manager Bakes Pork Pies for P...
A British pub manager has a creative idea for new pub food that he initially uses to help his boss, but then realizes that it might be better for himself.
6 min
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#74 - Tango Adventures in Buenos Aires
After traveling to South America, an American woman falls in love with tango and creates a group experience to teach others.
6 min
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#73 - Florida Man Earns $100,000 Selling T-Shir...
There’s more than one way to make a lot of money designing and selling t-shirts without actually keeping them on hand. In today’s store, an app designer earns six-figures with a print-on-demand service.
6 min
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#72 - College Lecturer Makes Money by Helping O...
A woman uses skills she learned in her day job to help other teachers be more successful in the classroom.
5 min
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#71 - Woman Earns $7,000 in Three Days by Selli...
An impromptu trip to a local farmer’s market leads one woman in California to a sustainable six-figure side hustle selling glass nail files online.
7 min
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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