“- Max Fischer: The truth is, neither one of us has the slightest idea where this relationship is going. We can't predict the future.
- Rosemary Cross: We don't have a relationship.
- Max Fischer: But we're friends.”
Jason Schwartzman - Max Fischer
Olivia Williams - Rosemary Cross

“I won't be a caddy all my life. I'm going to car-wash school in the fall.”
Jonathan Silverman - Harry

“- Paul Kirkwood: What kind of future can she have with this guy, he cuts meat!
- Tommy 'Birdman' Rowland: You plow snow.
- Kev: Hey, at least meat you can eat.”
Michael Rapaport - Paul Kirkwood
Matt Dillon - Tommy 'Birdman' Rowland
Max Perlich - Kev

“Work now till you go back to college. And I'm fixing you up with a job with your uncle.”

Roshan Seth - Papa Hussein

“I'm a thirty-year-old waiter/gigolo. Where's the future in that?”
Owen Wilson - Roy O'Bannon