Going the Limit (1926)

Gordon Emery hopes to marry the wealthy Estelle Summers but is ashamed of his own lack of money. He then hears that he is the sole heir of a fortune of two million dollars from his uncle. Estelle refuses to marry him, however, unless he loses all of it. Convinced that the best way to do this will be to get arrested and compel his uncle to disinherit him, he tries a to get arrested in a variety of ways but keeps failing to do so and is even commended for preventing a bank robbery.