“Most gamblers, when they go to gamble, they go to win. When we go to gamble, we go to lose. Even when we win it's just a matter of time before we give it all back.”
Al Pacino - Walter

“- Kate: You lost your birthright... in one hand of poker.
- Luc Teyssier: I'm an asshole, what can I tell you?
- Kate: Uh-huh. So that's why he hates you and you hate him.
- Luc Teyssier: Oui... that and I slept with his wife.”

Meg Ryan - Kate
Kevin Kline - Luc Teyssier

“- Henry 'Razor' Sharp: Didn't you lose twenty thousand dollars betting here?
- Billy 'The Kid' McDonnen: Yeah, well, who loses the SuperBowl four times in a row?”

Sylvester Stallone - Henry 'Razor' Sharp
Robert De Niro - Billy 'The Kid' McDonnen

“- Jack Fuller: If you stop betting, you never have to lose.
- Joy McNally: I'd bet on you, Jack.”
Ashton Kutcher - Jack Fuller
Cameron Diaz - Joy McNally

“Oh, I don't lose. People who bet on me to lose lose. And they lose big.”
Al Pacino - Willy Bank