A nice movie list from mgolf on Reddit. I've seen Shattered Glass (2003), The Player (1992), and House of Games (1987) and liked all three, so I've added the other 12 he mentions here on my list of movies to watch.
15 excellent but little-known movies
Roger Ebert's number one film of 1987, David Mamet's House of Games is about a psychiatrist coming to the aid of a compulsive gambler and being led by a smooth-talking grifter into the shadowy but compelling world of stings, scams, and con men.