Beginning in 2001, the show has featured guests including Cloris Leachman, Bruce Dern, Robert Forster, and many others.

In August, 2007, Kerwin, along with then producer Rob Baker met with NBC's head of late night and prime time programming Rick Ludwin and was a contender for the position then to be vacated by Conan O'Brien in 2009 as he left NBC's "Late Night" to host The Tonight Show.

[2] In July, 2010, The John Kerwin Show began regular production and started airing on JLTV nationwide.

[6][7] For the May 2008 episode featuring guests Ed Asner, Kevin Sorbo and Keaton Simons, a special monologue was prepared featuring comedy contributed by writers from each former Tonight Show host: Bill Dana (Steve Allen), Dick Cavett (Jack Paar), Tony DeSena (Johnny Carson) and Marvin Silbermintz (Jay Leno).

On Episode 110, Kerwin interviewed The Harlem Globetrotters at the Honda Center and played basketball against them as part of a remote shoot for the show.