Born and raised in Washington, D.C., Gregory discovered a love for acting at an early age and attended St. John's College High School where he appeared in several plays a year. He moved to Baltimore, MD and started acting in plays at the Arena Playhouse, the oldest continually performing and historically African-American community theater. He caught the attention of casting director Taylor Royall, after his first lead in a play, directed by the enormous John Water's protege of the 1980's model/actress Jean Hill (Desperate Living, Polyester). Casting director Pat Moran hand-picked Gregory for his first role in a feature film, "Homicide", directed by David Mamet. A shot in the dark chance with a new talent manager, he landed a role, among the cast of Michael Boatman and Don Cheadle in the riveting Miguel Pinero stage play, "Short Eyes" directed by actor Dylan McDermott. Gregory then worked toward working in feature films and episodic TV. He landed a "L.A. SWAT" officer role in David Fincher's thriller "Se7en" alongside Brad Pitt and veteran actor Morgan Freeman. Gregory created, developed, and financed an original graphic-novel, digital series "iCommit" about a thief, "Phoenix" who's a commitment-phoebe in the seedy under belly in Our Lady, City of Angels. Show less «