Written by, directed by, and starring Woody Allen, Take the money and run (1969) is a short (85 minutes) comedy. It is his first movie, and the first of a long series of excellent films.
In a documentary-mode we follow Virgil Starkwell, a petty criminal and a loser, as he attempts bank robbery after bank robbery, and alternates between prison and new attempts at getting rich, the latter often resulting in the former.
And it is working well – extremely hilarious.
Virgil: After fifteen minutes I wanted to marry her, and after half an hour I completely gave up the idea of stealing her purse.
Louise: He is always very depressed. I think that if he'd been a successful criminal, he would have felt better. You know, he never made the 'ten most wanted' list. It's very unfair voting; it's who you know.
Bank Teller #1: Does this look like "gub" or "gun"?
Bank Teller #2: Gun. See? But what does "abt" mean?
Virgil: It's "act". A-C-T. Act natural. Please put fifty thousand dollars into this bag and act natural.
Bank Teller #1: Oh, I see. This is a holdup?