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
2001
#936 - Animation Producer Brings Culinary Chara...
9 min
2002
#935 - Meal Prep Company Cooks up Profits with ...
7 min
2003
#934 - Cigar Subscription Box Delivers Smoking ...
8 min
2004
#933 - Star Wars Fan Forges Lightsaber Empire
7 min
2005
#932 - WEEKLY RECAP: Going from Hobby to Hustle
10 min
2006
#931 - Brooklyn Publicist Designs Travel-Themed...
8 min
2007
#930 - Chiropractor Becomes “Smart Luxury” Trav...
8 min
2008
#929 - Jailhouse Medic Turns House Calls Into H...
8 min
2009
#928 - Handkerchief Side Hustle Becomes Million...
7 min
2010
#927 - The Great Escape! Video Game Maker Creat...
8 min
2011
#926 - “Home Haircut” Invention Becomes Viral M...
9 min
2012
#925 - WEEKLY RECAP: Understand Your Ideal Work...
9 min
2013
#924 - College Ministry Leader Starts Digital A...
9 min
2014
#923 - Learning Designer Presses Play on Voiceo...
8 min
2015
#922 - Nashville Paint-by-Numbers Kits Become E...
7 min
2016
#921 - BBQ Catering Hustle Smokes Out Competitors
9 min
2017
#920 - Lather, Rinse, Recycle: Soapy Problem Le...
7 min
2018
#919 - Mountain Biker Takes B-Line To All-Natur...
9 min
2019
#918 - WEEKLY RECAP: Does Your Idea Pass the Gr...
12 min
2020
#917 - Orthodontist Bites Off Solution to Teeth...
7 min
2021
#916 - Nomad Scripts “Stories that Matter” for ...
9 min
2022
#915 - “MOMBOX” Subscription Offers Postpartum ...
7 min
2023
#914 - Online Tea Store Becomes Matcha-Made in ...
7 min
2024
#913 - A Packed Closet Leads to Secondhand Subs...
8 min
2025
#912 - “Bendy Straw” Idea Raises $1.8M on Kicks...
10 min