Don’t know if it’s exactly what your after:
Heat (Pacino, DeNiro, Kilmer) Cops and Robbers get equal screen time. Drama, designed to make you feel ambivalent.
Classic anti-war WWII submarine movie: Das Boot.
-DF
Hilarious mive starring George C Scott. Why just rob the bank when you can steal the whole bank?
Wasn’t that Martin Lawrence instead of Eddie Murphy?
Oh, right. Had 'em confused.
Though Eddie Murphy probably would have been an improvement, and would have changed the movie into a Beverly Hills Cop parody.
Catch 22 (WWII Comedy)
I assume you’ve already seen these heist movies, but just in case:
The Score with Edward Norton and Robert De Niro.
Ronin with Robert De Niro and Jean Reno. (The Professional)
Entrapment with Sean Connery and Catherine Zeta-Jones
The Great Train Robbery with Sean Connery and Donald Sutherland. (Great movie from the late 70s.)
And then, my personal favorite heist movies:
Killing Zoe with Eric Stoltz and Julie Delpy
Reservoir Dogs with Harvey Keitel and Tim Roth.
Also, I agree with the pick of Out Of Sight. If you liked Clooney in Ocean’s 11, he gives a similar performance despite J-Lo.
The Wackiest Ship in the Army. Bob Hope and Phyllis Diller.
*Payback * with Mel Gibson is pretty good.
Hopscotch with Walter Matthau as a rogue CIA agent.
Whole Nine Yards is actually not a bad heist movie/comedy (I can’t get away from those Bruce Willis comedies)
Swordfish has a very interesting twist, for a heist movie.
Bound. Nudge nudge, wink wink. Also a heist movie.
Oops, I goofed.
**The Wackiest Ship in the Army ** was a Jack Lemmon movie.
The Bob Hope movie was The Private Navy of Sergeant O’Farrell.