Take the Money and Run (1969).
It's the second movie Woody Allen ever directed, the oldest movie of his that I've seen and it's the first bad Woody Allen movie I've seen out of more than 20 so far.
Loads of cringey slapstick jokes and poor choices of backing music. It's very much what would happen if Mel Brooks was painfully unfunny and cheesy. Actually I'm not too big a fan of Mel Brooks movies, but they sure beat this farce of a... erh... farce (sorry).
I find his later movies pretty funny, but this is the first time I've seen one of his movies from before Annie Hall. I'm hoping that not all of his oldest movies will be this bad.
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