He portrayed corrections officer Keith Stolte on the TV series Prison Break and Charles Makley in the film Public Enemies. He starred as chief appraiser David Kim Parker in The Onion's web series Lake Dredge Appraisal and as Frank Kohler on HBO's Boss.

He's appeared in multiple films including Road to Perdition, Stranger Than Fiction, Leather heads, The Express, Public Enemies, Law Abiding Citizen, and A Nightmare on Elm Street (2010).