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
2601
#136 - Corn Syrup Allergy Leads to Booming Bake...
After a doctor diagnoses her husband with a corn syrup allergy, a healthcare analyst mixes up a line of healthy, sweet baked goods that turns into a stable second income.
9 min
2602
#135 - British Man Builds Terrariums for £600 M...
An avid plant collector in the UK makes the most out of a temporary unemployment situation by building and selling glass terrariums.
8 min
2603
Weekly Recap #19: Scavenger Hunts, Bow Ties, & ...
In our nineteenth weekly recap, we'll highlight the lessons learned in this week. Also: more listener Q&A!
14 min
2604
#133 - Psychologist Earns $74,000 Helping Stude...
After overcoming childhood barriers, Shirag Shemmassian leveraged his educational success to launch an admissions assistance side hustle.
6 min
2605
#132 - Hair Salon Owner Designs Mittens for Col...
An avid runner has a difficult time finding gloves or mittens that feel comfortable enough for running while also keep her fingers warm in the winter. She decides to make her own and pursues a patent for her idea.
8 min
2606
#131 - Equine Lover Makes $5,000; Stables Busin...
A former NASA employee with an unbridled enthusiasm for horseback riding changes her hustle strategy and proves she’s no one trick pony. We’re not horsing around!
7 min
2607
#130 - Resourceful College Dropout Earns Two Pa...
A corporate employee takes charge over a new branch of the company he works at and ends up creating a second income for himself. Don’t fire your boss… get them to pay you twice!
7 min
2608
#129 - College Buddies Create $15,000 Bow Tie H...
After making the decision to upgrade their wardrobes, two Virginia college students start a bow tie side hustle.
9 min
2609
#128 - Epic Scavenger Hunt Becomes 6-Figure Income
An event planner creates a competitive scavenger hunt game that takes place across Boston. Can you really make money while having so much fun?
9 min
2610
Weekly Recap #18: Barking Up the Right Tree
In our eighteenth weekly recap, we'll highlight the lessons learned in this week. Also: more listener Q&A!
9 min
2611
#126 - “Sign Hustle" Biz Produces $50,000/Year ...
A Tennessee man starts a low-tech, low-stress side hustle and creates a substantial side income working only on the weekend. No website needed!
7 min
2612
#125 - Blogger Shifts From Products to Sponsors...
Sometimes a shift is all you need to get on the right track. This blogger was able to get out of debt and make $82,000 last year while working two hours a day before and after his real job.
9 min
2613
#124 - Hand-Stamped Feminist Jewelry Earns $25,...
She’s loud, she’s proud, and she’s wielding a hammer to smash the patriarchy with her hand-stamped feminist jewelry line.
6 min
2614
#123 - “Uber for Lawn Care” Mows Down the Compe...
Four friends take a whack at the lawn care industry’s weeds and find ways to better connect vendors and customers.
9 min
2615
#122 - Dog Lover Turns At-Home Baking Into Bark...
A Michigan-based dog owner uses her baking hobby to launch a gourmet, healthy dog treat business. Don’t stop retrievin’!
7 min
2616
#121 - House Arrest Leads to $500,000 Food Truc...
While serving time after a run in with the law, one man and his cousin get creative in the kitchen, then launch a successful food truck, catering, and restaurant business in rural Pennsylvania.
7 min
2617
Weekly Recap #17: Midnight Cookie Delivery, Pho...
In our seventeenth weekly recap, we'll highlight the lessons learned in this week. Also: more listener Q&A!
9 min
2618
#119 - “Cosplay” Photographer Earns $47,000 fro...
A Texas photographer combines his love for art and science fiction to add magic to his photography specializing in cosplay and all things geek.
8 min
2619
#118 - Los Angeles Designer Runs Mobile Yoga St...
An on-location, by appointment yoga studio helps a UX designer earn an additional $40,000 a year working only a few hours each week.
6 min
2620
#117 - Shopify Employee Manufactures Handmade D...
A couple brings their love of handmade wooden accessories, technology, and design to life with a side hustle manufacturing handmade wooden desk accessories and phone cases.
8 min
2621
#116 - Delicious Cookies Arrive at My Door in P...
A late night craving evolves into a cookie delivery service spreading chocolate chip goodness throughout the land.
7 min
2622
#115 - Graphic Designer Turns Side Hustle into ...
A longing for expression and self-love pushes one woman into a successful side hustle helping others live more fulfilling lives through the practice of breathwork.
8 min
2623
#114 - Entrepreneur Reads Tea Leaves to Launch ...
A New York-based consultant brews his need for energy into a tea delivery service that offers customers a chance to discover new tea varieties each month.
8 min
2624
Weekly Recap #16: Meal Planning, Swimsuits, and...
In our sixteenth weekly recap, we'll highlight the lessons learned in this week. Also: more listener Q&A!
9 min
2625
#112 - The 10-Minute Workout Gym
A Nashville insurance executive who hates exercising opens a gym modeled on working out for only 10 minutes at a time.
7 min