Theatre | Directing & Producing
Gregory’s work as a director centers on collaborative storytelling that values emotional truth, ensemble performance, and character clarity. His projects range from intimate short films to stage productions, unified by a focus on authentic human experience, precise pacing, and grounded performance direction.
Throughout his career, Gregory has directed and produced a wide range of cabarets, concerts, musicals, plays, and children’s theatre productions, many of which have received awards and nominations. His work spans numerous theatre companies and institutions, reflecting a deep commitment to both artistic excellence and community engagement.
He served as Artistic Director of 4th Wall Theatre from 2004 to 2010 and managed the Westminster Arts Center at Bloomfield College from 2006 through May 2014. He also led programming and operations at the historic Irvington Theater in Irvington, New York, from 2014-2025 where he oversaw a wide range of theatrical and cultural programming.
Stage productions Gregory has directed include [title of show], The Life, I Do! I Do!, Dessa Rose, The Rink, Kiss of the Spider Woman, Big River, The Music Man, Tiny Island, La Cage Aux Folles, To Gillian on Her 37th Birthday, and Betty’s Summer Vacation.
In addition to directing, Gregory has served as producer on numerous projects. While at 4th Wall Theatre, he launched the M.I.D. (Musicals in Development) Stage Series in 2006, showcasing new works by emerging musical theatre composers and writers while those projects were still in development.
Film | DIRECTING & PRODUCING
Gregory’s work in film grew organically from his background as a theatre director, producer, and writer. Over time, he began creating video content to support the theatrical productions he was directing or producing, writing and editing pieces that extended the storytelling beyond the stage. What began as promotional material quickly became a creative outlet of its own, revealing a deep interest in visual storytelling and the narrative possibilities of film.
In 2006, while directing a stage production of Kiss of the Spider Woman, Gregory found an opportunity to more fully integrate theatre and film. The character Molina’s obsession with movies plays a central role in the show, and Gregory created a short film to appear at the end of the production. He wrote Molina’s Movie, which was directed by Kristofer Updike and shot in a single day. The film was screened live for audiences attending the production and marked Gregory’s first completed short film.
That experience sparked a deeper commitment to filmmaking. In 2011, Gregory founded ASD Media & Entertainment as a platform to pursue narrative film projects with greater intention. Since then, he has produced three short films under that banner and continues to explore character driven storytelling across both stage and screen.
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