His film career includes appearances in The Fugitive, Home Alone 3, Mean Girls, Indiana Jones and the Kingdom of the Crystal Skull and The Resurrection of Gavin Stone.

His voice-over work extends to films such as Cloudy with a Chance of Meatballs, animated series including Bob's Burgers, Buzz Lightyear of Star Command, Clone High, King of the Hill, and the Ratchet & Clank video games.

[citation needed] As a student at Waukegan East High School in 1978, he and partner Mike Shklair won an Illinois Individual Events championship for Humorous Duet Acting.

[citation needed] In The Fugitive, he plays a Chicago police officer who is killed by the one-armed man, Frederick Sykes while he is fighting Dr. Richard Kimble.

In 2008, Flynn worked with Harrison Ford again, playing a suspicious law enforcement official as FBI agent Smith in Indiana Jones and the Kingdom of the Crystal Skull.

[5] Flynn appeared in an episode of The Drew Carey Show, playing the fake husband of future Scrubs co-star Christa Miller.

He was originally only cast for the first episode ("My First Day"), but he became a regular, playing a character known only as the Janitor, who devotes much of his energy to menacing young Dr. John "J.D."

leaves the shot, an orderly addresses the Janitor as "Tommy"; and second, while watching The Fugitive with Carla and Danni (Dr. Cox's sister-in-law, played by Tara Reid) in the season 3 episode 'My Friend The Doctor', J.D.

[citation needed] Flynn voiced the character Max Flush on the FOX TV show Bob's Burgers in the episode "O.T.

[citation needed] As of 2015, he was providing the voice of Chuck, the foster father of the title character in the DC Comics animated web series Vixen.