Hacker Cinema
Nothing to Lose
1997 · Film · 97 min
Directed by Steve Oedekerk
Advertising executive Nick Beame learns that his wife is sleeping with his employer. In a state of despair, he encounters a bumbling thief whose attempted carjacking goes awry when Nick takes him on an involuntary joyride. Soon the betrayed businessman and the incompetent crook strike up a partnership and develop a robbery-revenge scheme. But it turns out that some other criminals in the area don't appreciate the competition.
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I'm pretty certain I've rewatched Sideways more than any other film.