Gregory playing a police chief, a fast food VP, a federal agent, a pumped up record producer, a sleazy suit, a news anchor, and many others ...
Gregory plays WASPy father Bruce Dombeck in Amazon's formally daring rom-com co-written, starring, and directed by Rudy Mancuso (pictured second from right with co-stars Francesca Reale and Regina Schneider). Música premiered at SXSW 2024 and is now availabale on Amazon Prime.
Gregory plays Chief of Patrol Al Padaro, a recurring role in the CBS police drama East New York. Chief Suarez (Jimmy Smits) reports directly to him.
Gregory as a grieving dad in the elaborately simple play Kindness Committee, written and directed by Melanie Hoopes.
Gregory as the hilariously dim nemesis in the comedy-drama feature Are You Happy Now
Gregory as Dr. Givings in this staged reading by River's Edge Theatre Company benefiting women's rights group Equality Now. (tintype photo: H. James Hoff)
Gregory as "that guy" on a stuck elevator, part of AT&T's "Just OK Is Not OK" campaign.
Gregory as Agent Bratton, an operative tracking a terror plot during Ryan Eggold's first day on the job in NBC's premiere episode of New Amsterdam.
Get a glimpse of Gregory's performance in the trailer for The Report starring Adam Driver, available on Amazon Prime.
Gregory played Harry, the chief executive for Santa Claus at North Pole Inc., in this high-concept Christmas comedy, Ms. Claus.