Hitch (2005)

Watch Hitch: Pivoting around the eternal game of love, the suave matchmaker and New York City's finest date-doctor, Alex "Hitch" Hitchens, can guarantee that any man can get the girl of his dreams if he overcomes his fears and follows his infallible advice. However, when the timid accountant, Albert Brennaman, enlists his help to catch the attention of the rich and beautiful heiress, Allegra Cole, Hitch will unexpectedly discover his perfect match: the inquisitive gossip columnist, Sara Melas. Now, the self-assured charmer finds himself in need of his services to save his relationship. But, can the silver-tongued expert of romance survive the delicate complications of love?