“Money won is twice as sweet as money earned.”
Paul Newman

“You're Chris Brander. You're Hollywood, you date models. He's Dusty Dinkleman, he's Jersey, he skis in his jeans. It's Dinkleman.”
Fred Ewanuick - Clark

“Debbie won the lottery. But I guess so did 400,000 other people, so she only won, like, $17.”
Jennifer Aniston - Grace Connelly

“- Harry: So, do they give the Nobel Prize out in yearly payments or is it just one lump sum, like the lottery?
- Ira: Let's not get ahead of ourselves.
- Harry: Oh, I'm not getting ahead of myself. I've very concerned about the potential tax consequences.”
Orlando Jones - Harry
David Duchovny - Ira

“- Lt. Topper Harley: There's something I want you to have. I've been putting a little away for the past ten years. It's not much. 2500. I wish I could do more.
- Mary Thompson: Why, Topper. That's so sweet. Why, with the three million that I won on this Lucky Lotto ticket, I can take this 2500 and just blow it all on hats.”
Charlie Sheen - Lt. Topper Harley
Heidi Swedberg - Mary Thompson