In 1997, Sweeney and his wife, Jenni Lilledahl, along with Mark Bergren (who left in 1999) purchased the Brave New Workshop Comedy Theatre from founder Dudley Riggs.
The Brave New Workshop is the longest running satirical comedy theater in the United States.
Sweeney has delivered thousands of keynote speeches to some of the best companies in the world including Microsoft, Target, Hilton, United Health Group, General Mills, Facebook, Apple, and Bank First.
He has shared the stage with George Bush, Sr., Deepak Chopra, Betty White, Steve Ballmer, and Mark Zuckerberg.
John Sweeney is well known for his MN Timberwolves superfan character, deemed "Jiggly Boy," which was a stunt that went viral and garnered over 500 million views as well as pickup in all major US sports media.
Sweeney was born in Madison, Wisconsin and spent his early years working on his family's dairy farm.
Promiscuous Hostility, Positive Neutrality, Interview with John Sweeney, IdeaConnection, November 8, 2009.