Billiards: The Color of Money (1986)
Most of us learned everything we know about playing pool from "Fast Eddie" Felson, who took down the great Minnesota Fats in The Hustler, but eventually became a past-his-prime liquor salesman that stakes young 9-ball hotshots on the side. Paul Newman won his only acting Oscar for The Color of Money (directed by Martin Scorsese), which reprised the role that originally made him famous. But as the streetwise teacher to the talented Vincent (Tom Cruise), Felson ultimately fails to heed his own advice. Luck it seems, "is an art in itself."