White Men Can't Jump (1992)
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A Stanley Kubrick favorite!?
White Men Can't Jump stars Wesley Snipes and Woody Harrelson as basketball hustlers in 90s L.A. (and it is VERY 90s indeed, wow those fashions) whose ladies want them to stop and get real jobs, but circumstances keep pulling them back in. Harrelson's character is particularly sad because he has a gambling problem, but in both men's cases, it's pride that puts them in a bad spot. Though their hard-won friendship eventually makes them relatable, their initial arrogance is a lot to swallow. You might well be on the women's side, and there, the film misses a few tricks by telegraphing some smart plan on their part, then not going through with it. Ultimately, the theme of the film feels forced, and there are important pacing issues. Full props to the actors, however, for apparently doing their own basketball tricks (or else to whoever managed that movie magic).
Along with what Nine99 said, this film also suffers from choppy editing, bad pacing and terrible ham fisted love stories on both leads' parts. Why didn't they let the film fade out with the Venice Boys singing instead of that horrible pop song? Trebek is strangely underutilized...
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In 2 official lists
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This movie ranks #91 in Stanley Kubrick, Cinephile
This movie ranks #763 in Box Office Mojo's All Time Adjusted Box Office