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
#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
2702
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
2703
#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
2704
#40: Chicago Psychotherapist Becomes Ceremonial...
After being featured on TLC, a Chicago psychotherapist and marriage counselor becomes a ceremonial wedding officiant.
7 min
2705
#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
2706
#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
2707
#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
2708
#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
2709
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
2710
#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
2711
#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
2712
Extended Cut #1: The Power of Observation
Bonus episode! Where do hustle ideas come from? Short version: they're everywhere!
14 min
2713
#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
2714
#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
2715
#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
2716
#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
2717
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
2718
#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
2719
#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
2720
#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
2721
#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
2722
#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
2723
#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
2724
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
2725
#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