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Gregory embodied Angelo, the predatory villain of Shakespeare's"indecent proposal" play, at Shakespeare on the Bluff in Los Angeles.

Gregory unpacks 20 sharp, practical lessons that show why privacy matters now more than ever, including author Lawrence Cappello's advice for what people can do to protect themselves.

As airline pilot Captain Tim Marks, Gregory tries to land a plane during a crisis on this long-running CBS series from Dick Wolf. 

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 brings to life Michael Jordan's cultural significance, viewed through a socio-political lens by sports history professor Johnny Smith.

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 gives voice to the heroes who sacrificed life, limb, and spirit in one of the most consequential battles of World War II.

Gregory as a Canadian fireman in the audio version of Yearbook, Seth Rogen's hilarious bestselling collection of essays about his life and other weird s**t.

Gregory as the hilariously dim nemesis in the comedy-drama feature Are You Happy Now