[2][better source needed] In 2005, Deena Dill was cast in the film Coach Carter and then as a recurring character on the television show Boston Legal.
Dill transitioned back into television, with roles on Vanished, 3 lbs, Las Vegas, CSI: NY, The Starter Wife, and Drop Dead Diva.
She worked on a number of hit television series such as The Closer, Bones, Army Wives, Awkward, Disney's Good Luck Charlie, and ABC's Scandal.
Dill is one of the creators and executive producers of the CW's game show, Oh Sit!, alongside Phil Gurin and Richard Joel.
The hour-long, prime-time competition show is produced by The Gurin Company and 405 Productions, in association with Warner Horizon Television.