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In 2006, he made his Broadway debut in Herman Wouk's two-act play The Caine Mutiny Court-Martial.[43] Schwimmer played the role of Lieutenant Barney Greenwald in the production, which was directed by Jerry Zaks.[44] In an interview with New York magazine, Schwimmer revealed that he had wanted to try Broadway, but admitted ''a couple of things came up that just never quite felt right. Either because I liked the play but wasn’t hot on the director, or there was another star attached that I wasn't jazzed about working with.''[45] He further added that when showed a copy of Wouk's novel ''...I was shocked at how good the writing was.''[45] Schwimmer also commented that he relates to Greenwald because of his ''philosophical sense of human suffering''.[45] His next film role was in the 2006 black comedy Big Nothing, in which he played a bitter, unemployed scientist.[46]

Schwimmer made his directorial feature debut in the 2007 British comedy Run Fatboy Run. The film stars Simon Pegg as a man