Keenan has acted and worked on producing more than 25 independent films, which have been screened in festivals worldwide. His starring and producing credits include Margarita Happy Hour, The Love Machine, Trick, and Waiting.

Operation Midnight Climax has garnered positive reviews for Keenan's acting and stuntwork, and some film web sites have called him a contemporary Buster Keaton.

In 1999 Keenan and Timothy Franklin founded Hoverground Studios, which continues to produce independent film and new media productions.

Keenan has been married to photographer Stefanie Keenan (maiden name Imhoff) since July 23, 2003.