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
901
#2023 - Q&A: “How can I land paid speaking gigs?”
4 min
902
#2022 - Failure Friday: “We opened the box and ...
9 min
903
#2021 - TBT: “Styles for Kidz” Goes Global with...
6 min
904
#2020 - Q&A: “Does it really cost $100,000 to m...
5 min
905
#2019 - Adobe Expert Digitizes Millions of Fami...
6 min
906
#2018 - First $1,000: “I quickly raised my pric...
5 min
907
#2017 - Q&A: “What is 'growth hacking’?”
4 min
908
#2016 - Q&A: “How do you profit from DeFi in a ...
4 min
909
#2015 -Failure Friday: “Amazon permanently bann...
7 min
910
#2014 - TBT: Cayenne Pepper Throat Lozenges Spi...
7 min
911
#2013 - Q&A: “I’m making an alarm clock that c...
4 min
912
#2012 - Office Assistant Profits from Anime Imp...
7 min
913
#2011 - First $1,000: “I cold-pitched 10 brands...
6 min
914
#2010 - Q&A: “How can a travel website earn com...
4 min
915
#2009 - Q&A: “Should I pay $3,000 for my friend...
4 min
916
#2008 - Failure Friday: “The experience of hear...
8 min
917
#2007 - TBT: Brooklyn Clothing Boutique Scales Up
8 min
918
#2006 - Q&A: “How many ‘wine-of-the-month’ club...
4 min
919
#2005 - Bam! Pow! Crash! The Comic Book Reselli...
6 min
920
#2004 - First $1,000: “My music was played on a...
6 min
921
#2003 - Q&A: “Jumping into Twitch streaming…”
5 min
922
#2002 - Q&A: "I tried donation-only yoga, but n...
4 min
923
#2001 - Failure Friday: “Don’t let customers pa...
7 min
924
#2000 - Side Hustle School Celebrates 2,000 Co...
7 min
925
#1999 - Q&A: “Can I offer a permanent price di...
4 min