An American actor and director, he gained recognition for his roles in Whit Stillman's acclaimed films, including "Metropolitan," "Barcelona," and "The Last Days of Disco." Known for his distinctive, dry delivery and portrayal of witty, urbane characters, he became a staple in 1990s indie cinema. He also appeared in films like "Kicking and Screaming" and TV series such as "Gilmore Girls" and "Malcolm in the Middle." Transitioning to directing, he made his feature debut with "Turn the River."