Good Will Hunting (1997 Gus Van Sant)

I agree with Q that this is an incredible (Oscar-winning) script from two youngsters Matt Damon 27 and Ben Affleck 25, which Matt had begun writing as part of a class at Harvard. Interestingly neither has much of a screenwriting career since, which is kinda amazing considering how good it is. The two long monologues spoken by Damon and Williams are incredibly good and filmed in perfect long takes - Damon every bit as good as Oscar-winning Robin Williams, though it's one of the latter's best performances (and Minnie Driver's).

Contrary to urban legend, William Goldman did not write or re-write the script.

Oh, OK, Casey Affleck is one of the gang.

The painting is by Van Sant