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.

Business
Entrepreneurship
Careers
2701
#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
2702
#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
2703
Weekly Recap #4: Good Fortune Favors the Prepared
In our fourth weekly recap, we'll highlight the lessons learned in this week of Side Hustle School, and you'll also learn why fortune favors those who come prepared. Bonus: I’m starting a traveling workshop series! Tell me where I should go.
10 min
2704
#27: Stressed-Out Mom Gives Up TV To Launch Her...
How a San Diego accountant coping with the struggles of new motherhood launched her own private label wine hustle for stressed out parents like herself.
7 min
2705
#26: These Resume Templates Make $462/Month In ...
A student creates a visual resume service to make extra cash, then transitions that service to work smarter, not harder.
6 min
2706
#25: Pottery Barn Commissions Art From Independ...
How an independent photographer explored several different options for selling her art, and ended up creating a hustle that brings in a third of her total income.
6 min
2707
#24: Honeymoon In Nepal Becomes Fashion Accesso...
A multinational love affair turns into a global side hustle that raises money to invest in the community where their product is made.
6 min
2708
#23: Guitar Teacher Sells Lessons On Craigslist...
How a busy new father created a part-time hustle teaching guitar lessons and now earns $5,000-6,000 a month, working 20-25 hours a week.
7 min
2709
#22: 17-Year Old Canadian Makes $7,000 From a H...
How a high-school student started a holiday pop-up shop at a mall and made more than $7,000 in profit in a month.
7 min
2710
Weekly Recap #3: Why Some Hustles Are Better Th...
In this third weekly recap, we'll highlight the lessons learned in this week of Side Hustle School, and you'll also learn why some side hustles are better than others.
14 min
2711
#20: Engineer Creates “Inertia Project” For Women
How a former engineer loses in Las Vegas and redesigns the trajectory of her life, creating an impressive hustle along the way.
7 min
2712
#19: Government Analyst Builds Six-Figure Resel...
How a government analyst goes from collecting Frequent Flyer miles to collecting money through a reselling side hustle creating a six-figure income!
5 min
2713
#18: College Student Generates 50m Views On You...
After seeking a method to conquer her own skin issues, one woman takes to YouTube to help others shed their skin insecurities as well.
5 min
2714
#17: Airbnb For Dogs: Woman Hosts Pets For $200...
After moving to the states to be with her new husband, a nutritionist from Spain finds a way to make a steading income hosting other people's pets in her home.
6 min
2715
#16: Homemade Gin Kit Sells 75,000 Units
After encountering a roadblock in starting their own distillery, two friends create a side hustle that allows others to make gin in the comfort of their own home—no bathtub required!
6 min
2716
#15: Graphic Designer Draws Caricatures For $25...
How a graphic designer went from $8 an hour to $250 an hour in her side business. She now earns more than $100,000 working part-time—and she has some great advice that applies to a lot of hustles.
6 min
2717
Weekly Recap #2: What Makes a Good Hustle?
We look back at this week’s lessons and identify the qualities of a good hustle. Bonus: I’m starting a traveling workshop series! Tell me where I should go.
12 min
2718
#13: Waldorf Teacher Designs Curriculum for Oth...
A teacher uses what she knows to help other teachers save time and teach more effectively.
6 min
2719
#12: 40,000 People Use This Web Developer's Sid...
How a San Francisco commuter became part of the original iPhone launch with a hustle that now helps more than 40,000 people every day.
6 min
2720
#11: Ketogenic Cookbook Author Makes $1,000 the...
How a specialized diet led to an eager fan base and a $2,000 / month side hustle, all from someone who never intended to make money from her project.
6 min
2721
#10: Saddles for Pet Chickens: Get Ready to Win...
A woman creates a specialized product business in a very unconventional industry with almost $0 in manufacturing costs—and she does it all with no fowl play.
6 min
2722
#9: The Craigslist Wedding Photographer
A California government employee becomes a part-time wedding photographer by posting an ad on Craigslist. He now makes $3,500 a month while only taking the gigs he wants.
6 min
2723
#8: Cruise Vacation Turns Into Highly-Profitabl...
A couple goes on a cruise and comes back with a $3,000/month side hustle.
6 min
2724
Weekly Recap #1: Where To Find Hustle Ideas
One of the most common issues people encounter starting a successful side hustle is finding a viable idea.
9 min
2725
#6: Single Mom Makes $15,000 From Astrology Cal...
How a former restaurant owner and single mom created an astrology calendar that made $15,000 in a short period of time.
5 min