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Gil Cates Jr.'s motion picture directorial debut was the 1997 short film Screening, a quirky tale of one woman's efforts to find the right man. With a cast including Michael A. Goorjian and Morgan Freeman, the film played at numerous film festivals and was subsequently purchased by Showtime and The Sundance Channel.

Following up on the success of the short, Gil wrote and directed his debut feature film , a serio-comic look at life, love, and addictions. The film stars Jason London and features a cast that includes Richmond Arquette, Margaret Cho, and Rain Phoenix among others. was distributed by Regent Entertainment in the summer of 2000.

In 2002, Gil wrapped the twisted comedy The Mesmerist, based on an Edgar Allan Poe short story. The film, released by Seventh Arts Releasing, stars Neil Patrick Harris and Jessica Capshaw, and was executive produced by Barbara De Fina (Casino, Goodfellas).

In 2003, Gil completed the ensemble A Midsummer Night's Rave, released by THINKFilm. Rave features Andrew Keegan (10 Things I Hate About You), Chad Lindberg (The Fast and The Furious), Sunny Mabrey (XXX 2), Chris Owen (American Pie), Jason London (Dazed and Confused), and Carrie Fisher.

In 2005, Gil shot the documentary feature Life After Tomorrow, which follows the girls that were in the original productions of Annie on Broadway and how that experience affects their lives today. The film won Best Documentary and Best Director at the Phoenix Film Festival and had it's premiere last Christmas Eve on Showtime.

Gil also made his TV directorial debut last year with an episode of the NBC comedy, Joey.