unfortunately, 21 is what got me into blackjack. But I can redeem myself for enjoying Ocean's 13 which got me interested in organized cheating.
A hard to find film is Hard Eight aka Sydney, which is about degenerate casino patrons and learning how to make money in a casino from a pro.
Similar Works
The Color of Money (1986, Martin Scorsese)
Backtrack (1991, Dennis Hopper)
House of Games (1987, David Mamet)
The Sting (1973, George Roy Hill)
Bay of Angels (1963, Jacques Demy)
The Underneath (1995, Steven Soderbergh)
Croupier (1998, Mike Hodges)
Following (1998, Christopher Nolan)
Owning Mahowny (2003, Richard Kwietniowski)
The Cooler (2003, Wayne Kramer)