Jacob Peterson’s review published on Letterboxd:
It's always interesting to see oddities like this where certain actors attempt to prove that they can do more than be action stars by casting themselves in straight comedies or dramas. Do they ever work? Not really, but these films will always stay as an object of fascination for me nevertheless. In the case of Sylvester Stallone in "Oscar", it really isn't the best film, but it has this charm to it both as a somewhat cheesy mobster comedy film and as a obvious Stallone vehicle meant to make him seem like he's more of a diverse actor. It's such a peculiar oddity I have to say it's worth checking out at least once.