The Big Bounce (2004) Review
In this Bounce, Wilson plays vagabond Jack Ryan, a man who's bad luck and bad choices have landed him on the North Shore of Oahu where he takes a job in construction working for shady hotel developer Ray Ritchie (Gary Sinise) and his assistant Bob Jr. (Charlie Sheen). It's not long before Jack gets fired and finds new employment as a handyman at a complex of vacation bungalows owned by Judge Walter Crewes (Morgan Freeman). While working for Crewes, Jack becomes enamored with Nancy Hayes (Sara Foster, the poor man's Bridget Fonda), Ritchie's sexpot girlfriend and house-sitter while he escorts his wife (Bebe Neuwirth) on shopping trips in Honolulu. Nancy has a plan to milk Ritchie out of $200,000, and she needs Jack's help to pull it off.
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