Col.[2][3] He was raised in Augusta, Georgia, and attended Saint Mary on the Hill Catholic School.

[citation needed] He was hired by MTV and later wrote monologue jokes for Garry Shandling's The Larry Sanders Show.

[citation needed] Henchy was a writer and producer for television sitcoms Spin City and Life With Bonnie.

[8] He created the sitcom I'm with Her with Marco Pennette, which was loosely based on Henchy's relationship with wife Brooke Shields.

In 2018, Henchy was announced to be directing a feature-length film for the television series Impractical Jokers with production work by Funny or Die.