“Too bad about Wade being burned to death. He owed me a lot of money.”
Kenneth MacDonald - Jake Jackson

“- Lawrence Bourne III: I need to have a talk with you; sort of a little father-son chat.
- Lawrence Bourne Jr: Have we ever done this before?
- Lawrence Bourne III: No, we're breaking new wind. Dad, I need $28,000; it's the matter of a little gambling debt. I can assure you it will never happen again.”
Tom Hanks - Lawrence Bourne III
George Plimpton - Lawrence Bourne Jr.

“- Eddie: You're in debt? What kind of debt?
- Lila: You know, the kind where you owe a lot of money to people.”
Ben Stiller - Eddie
Malin Akerman - Lila

“See... the problem here is that... my little brother, this morning, got his arm caught in the microwave, and uh... my grandmother dropped acid and she freaked out, and hijacked a school bus full of... penguins, so it's kind of a family crisis... so come back later? Great.”

John Cusack - Lane Myer

“- Peter McCallister: Hi.
- Harry: Hi. Are you Mr. McCallister?
- Peter McCallister: Yeah.
- Harry: The Mr. McCallister who lives here?
- Peter McCallister: Yes.
- Pizza Boy: Oh, good, because somebody owes me $122.50.”
John Heard - Peter McCallister
Dan Charles Zukoski - Pizza Boy