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Braff played the lead role of Alex in Alex, Inc., a television comedy based on a family man who quit his radio career to launch a podcasting company. In mid-2010, Braff took a lead role in Trust, at the Second Stage Theatre, a contemporary Off-Broadway theater company.The play ran from July 23 to September 12, extending its scheduled run by one week.Braff wrote on Facebook that he was "Having so much fun doing Trust." The play co-starred Sutton Foster, Ari Graynor and Bobby Cannavale, was written by Paul Weitz and directed by Peter Du Bois.Braff played Henry, a wealthy married man who "looks to find something real in the most unlikely of places." In early 2011, Braff announced that he had written a play to be performed at the Second Stage Theatre in mid-2011.He has also co-written a film version of Andrew Henry's Meadow, a children's book, with his brother, and was scheduled to direct one of the segments for the film New York, I Love You.Braff starred in the romantic drama The Last Kiss, which opened on September 15, 2006.
It was there that he won an acting award and had his first kiss.
The role was Braff's first major role in a television show.