What's the name of the movie?

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Movie Actor/director

Released: 2005
Director: Andy Tennant
IMDb Rating: 6.6
While helping his latest client woo the fine lady of his dreams, a professional "date doctor" finds that his game doesn't quite work on the gossip columnist with whom he's smitten.
ActorAge thenAge nowDied?
Andy Tennant -- The Director Unknown--
Will Smith 3751No
Eva Mendes 3146No
Kevin James 4055No
Amber Valletta 3146No
Julie Ann Emery Unknown--
Adam Arkin 4963No
Robinne Lee 3146No
Nathan Lee Graham Unknown--
Michael Rapaport 3550No
Jeffrey Donovan 3752No
Paula Patton 3044No
Philip Bosco 7589No
Kevin Sussman 3549No
Navia Nguyen Unknown--
Matt Malloy Unknown--