“- Skylar: Maybe we could go out for coffee sometime?
- Will Hunting: Great, or maybe we could get together and just eat a bunch of caramels.
- Skylar: What?
- Will Hunting: When you think about it, it's just as arbitrary as drinking coffee.”
Minnie Driver - Skylar
Matt Damon - Will Hunting

“Chances are there's still a chance.”
Sanaa Lathan - Monica Wright

“It's so crazy, it just might work.”
Dana Carvey - Pistachio Disguisey

“If you know her shit and she knows yours, and at the end of the day if you still would rather give up than try, nothings ever going to be worth it.”
Dermot Mulroney - Nick Mercer

“Great moments are born from great opportunity.”
Kurt Russell - Herb Brooks