He also appeared in David Mamet's Sexual Perversity in Chicago in London.
Perry received a Golden Globe nomination as well as an Emmy nomination for his performance.
In 2006-2007, Perry appeared in Aaron Sorkin's drama Studio 60 on the Sunset Strip.
Perry completed a 28-day program in 1997 for a Vicodin addiction.
His weight fluctuated drastically over the next few years and once dropped down to 145 pounds (66 kg). Perry was in Dallas, Texas, filming Serving Sara with Elizabeth Hurley when he had such severe stomach pains that he called a local doctor, who advised rehab.
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.