The Stevensons are visited by Ben's long-time friend, Michael -- who lost a race to him many years ago -- and his young daughter, Pauley. When Matty is reunited with Pauley, he sees how nicely she's developed, and develops a crush on her. They're spending the weekend in Chicago, because one of the country's top ad agencies wants to steal Michael away from his current advertising gig in New York. Ben notices Matty's crush when Michael and Pauley sleep over at their place, and recommends how to make the first move. Michael, who hasn't lost his competitive spirit, challenges Ben to a jog, which wears them both out. Realizing they're too old for competitions, Ben tries to tell his buddy that not everything has to be a contest, to no avail. Weitzman throws a wrench into Matty's designs when he says that he really likes Pauley, and wants him to tell her so. Matty turns to Ben for advice, and Ben says that he's going to have to decide for himself whether Weitzman's friendship means more to hi