A convicted car thief and diehard Chicago Cubs fan, Jimmy Dworski wins tickets to the World Series. Unfortunately, he still has a couple of days left to serve in prison and the warden, Frank Toolman, will not let him leave and come back. With the help of other inmates, Jimmy stages a riot so he can sneak out of prison to see the game. On the way, he finds the Filofax of uptight and spineless advertising executive Spencer Barnes, which promises a reward if it is found. Over the next day, Jimmy takes on Barnes' identity—staying in the Malibu beach house of Spencer's boss, flirting with the boss's daughter, even taking a meeting with a powerful Japanese food company magnate named Sakamoto. The fake "Spencer"'s unorthodox methods, such as beating the magnate at tennis and telling him about the poor quality of his food products, gets the attention of the taken aback Sakamoto. However his unconventional negotiations with the food company insult some of the executives, seemingly ruining Spencer's reputation. Meanwhile, lacking his precious Filofax, the real Spencer Barnes is spiraling into the gutter. Losing all his clothes, his car and money, he has to rely on an old high school flame, the neurotic and overbearing Debbie Lipton who keeps trying to rekindle a relationship with him. Finally Jimmy and Spencer come together at a meeting with the advertising executives, where Spencer is sacked by his boss. As a consolation Jimmy takes Spencer to the World Series, where Jimmy makes a spectacular catch on a home-run ball hit by Mark Grace, who makes a cameo. When security goes after Jimmy, who was spotted on the Jumbotron, they escape by using Spencer's Filofax to slide down a support wire and out of the stadium. Spencer patches up his marriage with his wife, who had become exasperated with his overworking. Jimmy sneaks back into prison with Spencer's help, serves his last couple of hours and is released, only to find Spencer waiting to pick him up. With the promise of a beautiful girlfriend and a well-paying job in advertising work with Spencer, Jimmy's future looks bright, as does that of his beloved Cubs, who won the World Series.
The film received negative reviews, with Caryn James of The New York Times labeling it as a film that "plays it safe and boring." The review aggregator website Rotten Tomatoes reported that 29% of critics have given the film a positive review based on 14 reviews, with an average rating of 3.14/10.
