<P> Reuben is torn between the free - spirited Polly and the safe and familiar Lisa . To solve this issue, he enters information about Polly and Lisa into a computer insurance program which measures risk . The computer tells him that, despite his numerous blunders with her, Polly is the least risky choice for Reuben . Polly joins Reuben on a sailing trip where he is to inspect Leland Van Lew (Bryan Brown), a high - risk client, but she is offended when she sees his risk analysis of her . She rejects his proposal to move in together, telling him that he would be better off going back to Lisa . </P> <P> Back home, Reuben tries talking to Polly, but to no avail . He eventually invites Lisa to Sandy's opening show, where he learns that Polly is leaving New York for Cincinnati in a few hours . After a speech given by his father, Irving (Bob Dishy), to Sandy about not living in the past, Reuben realizes he wants to be with Polly and not Lisa, and he rushes to her apartment to stop her from leaving . Polly is not convinced she should stay with him, so Reuben eats food off the ground to prove he is capable of taking risks . </P> <P> Reuben and Polly vacation on the same beach where he and Lisa had their honeymoon . Reuben again encounters Claude, but instead of being angry, he thanks Claude before heading into the water with Polly to join Van Lew on his new boat . </P> <Ul> <Li> Ben Stiller as Reuben Feffer </Li> <Li> Jennifer Aniston as Polly Prince </Li> <Li> Debra Messing as Lisa Kramer </Li> <Li> Philip Seymour Hoffman as Sandford "Sandy" Lyle </Li> <Li> Alec Baldwin as Stanley "Stan" Indursky </Li> <Li> Hank Azaria as Claude </Li> <Li> Missi Pyle as Roxanne </Li> <Li> Bryan Brown as Leland Van Lew </Li> <Li> Jsu Garcia as Javier </Li> <Li> Michele Lee as Vivian Feffer </Li> <Li> Bob Dishy as Irving Feffer </Li> <Li> Masi Oka as Wonsuk </Li> <Li> Judah Friedlander as Dustin </Li> <Li> Kym Whitley as Gladys </Li> <Li> Kevin Hart as Vic </Li> </Ul>

What happens at the end of along came polly
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