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By then, Perry was making his mark, and was instantly cast in a sitcom pilot titled LAX 2194.
The project was slow to take off so, as a back-up option, he attempted to secure an audition for the pilot Six of One, later to be known as Friends, by Marta Kauffman and David Crane, both of whom he had worked with on Dream On.
After Friends wrapped up, Perry made his directorial debut in an episode of the 4th season of the American comedy-drama Scrubs, in which he also guest starred as "Murray Marks", an operator of a small airport's traffic control team.
Perry portrayed "a charismatic man" who enchanted onlookers by throwing his dog in the air.
The play transferred Off-Broadway to MCC Theater, which opened on June 5, 2017, with Jennifer Morrison.
Perry's character was considered to be substantially based on Sorkin's own personal experiences, particularly in television.
In 2006, he began filming Numb, a film based on a man suffering from depersonalization disorder.