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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#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
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#47: Gallup Coach Creates StrengthsFinder Mugs
No two strengthsfinder profiles are the same, so a Gallup-certified coach learns to make and ship personalized mugs.
6 min
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#46: The Live Cricket Drop-Shipping Hustle
Another crazy story for you today about a man who sells live crickets to reptile owners—without ever handling any inventory, which of course is critical.
6 min
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#45: UX Designer Makes “Simple Bra” To Make Wom...
How a UI/UX designer scratched an entrepreneurial itch and used $15,000 of her savings to create a business manufacturing bras for women looking for an alternative to the push-up bra.
7 min
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#44: Charter Bus Employee Creates PR Service Fo...
How a digital marketer created something for himself, then decided to try selling it other people who had the same needs. He now makes more than $2,500 a month from this side project.
7 min
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#43: Miserable Day Job Turns Into $100,000 Side...
An education district employee follows her passion for writing and creates an online side hustle helping others do the same raking in over $100,000.
8 min
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Weekly Recap #6: Pole Dancing And The Expat Life
In our sixth weekly recap, we'll highlight the lessons learned in this week of Side Hustle School. Also: listener Q&A!
11 min
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#41: USPS Mail Carrier Makes Clay Imprints Of C...
How a USPS mail carrier and court interpreter created an $800/month hustle serving new and expectant parents.
7 min
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#40: Chicago Psychotherapist Becomes Ceremonial...
After being featured on TLC, a Chicago psychotherapist and marriage counselor becomes a ceremonial wedding officiant.
7 min
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#39: “Live Snoop” Service Helps Parents Monitor...
How an IT graduate created a web-based service that provides peace of mind to parents with children growing up in the era of technology.
6 min
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#38: Tour Guide Sells Astronomy Books to Tourists
How a British software engineer moved to the Canary Islands, started working as a tour guide, and wrote her own guidebook to accompany her tours.
7 min
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#37: American Expat Coaches Families Who Move O...
After living in multiple countries with his family, a technical writer creates a service to help guide other families looking to begin a similar experience.
7 min
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#36: Fitness Pole Dance Studio Grows To Four Lo...
How a graphic designer started a pole dancing fitness studio, expanded it to multiple locations, and grew it to a six-figure income before quitting her job.
7 min
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Weekly Recap #5: Observation, Validation, and L...
In our fifth weekly recap, we'll highlight the lessons learned in this week of Side Hustle School, and you'll learn why utilizing your existing skills can lead to a very successful hustle.
13 min
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#34: Real Estate Project Manager Fills Apartmen...
How a Seattle real estate project manager connects apartment properties with local artists for site-specific custom art installations.
8 min
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#33: GE Engineer Sells Hand-Crafted Slate Artwo...
A GE engineer uses his skills to make and sell hand-crafted slate artwork to all 50 states. In addition to bringing in a great side income, it’s also given him more courage and security to make decisions at his day job.
9 min
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Extended Cut #1: The Power of Observation
Bonus episode! Where do hustle ideas come from? Short version: they're everywhere!
14 min
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#32: Make $4,000/Month Renting Out Cars You Don...
How a Los Angeles man has been able to bring in over $4,000/month leasing and releasing a fleet of cars he leased from the manufacturer.
7 min
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#31: A Visit To The Ballpark Inspires a Unique ...
A couple decides learns to manufacture novelty baseball sweaters after receiving a lot of attention at the stadium.
6 min
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#30: Ohio IT Director Earns $31,000 Helping Oth...
How an Ohio IT director earned more than $31,000 by referring clients to the tools and resources they needed to set up their own websites.
7 min
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#29: Hospital Database Programmer Outsources Hi...
How a hospital employee utilizes skills that he learned from work to help others work with and process complex computer programs and information earning up to $125/hour.
8 min