Reed got his first big break in the movie Memphis Belle. Since then, he has made an impact in both films and TV. He has co-starred in many shows including Law & Order: Organized Crime, Better Call Saul, 13 Reasons Why, Homicide: Life on the Street, Agents of S.H.I.E.L.D., Designated Survivor, Judging Amy, The Purge, Good Girls Revolt, Franklin & Bash, Wayward Pines, The Shield, Journeyman, Dollhouse, 24, Bones and The Mentalist and has been a guest star on the series Elementary, How to Get Away with Murder, Billions, Feud: Bette and Joan, Cold Case, The West Wing, Medium, Law & Order, CSI, Castle, Monk, White Collar, Revolution, The Glades and Criminal Minds and many others. He has also been in numerous movies such as Moneyball, Good Night, and Good Luck and Much Ado About Nothing.