- Arnold Rothstein: [after Jimmy asks if he has children] No, but I'm told they often say unexpected and amusing things.
- Arnold Rothstein: Who are you, Mr. Darmody? You show up well dressed with a silk cravat and a bold proposal. A year ago, you were a brigand in the woods. Who are you?
- Commodore Louis Kaestner: Ask the man inside of you this: When you come face to face with destiny do you want to be the bear or do you want to be the one holding the shotgun?
- Arnold Rothstein: You hear, Charlie - discretion. Charlie volunteered to absent himself from this meeting. He felt his presence might be disruptive, but I counseled what?
- Lucky Luciano: Never let the past get in the way of the future.
- Ward Boss Neary: The Commodore wants Nucky next to that fuckin' grizzly. That's what's gonna happen.
- Meyer Lansky: May I call you Jimmy?
- Meyer Lansky: [after an uncomfortably long pause] Jimmy, Charlie and I have learned a great deal from Mr. Rothstein as I'm sure you have from Mr. Thompson, but nobody wants to be in school forever.
- Margaret Schroeder: [to Nucky] You are smarter than your enemies and you will persevere, but you aren't thinking clearly now. You must concentrate and not give over to emotion.
- Isaac Ginsburg: There's reporters out there. Do you want a lawyer by your side?
- Enoch 'Nucky' Thompson: That's what guilty men do.
- James 'Jimmy' Darmody: [as Jimmy is walking out of an unproductive meeting with Rothstein, Luciano calls after him in a conciliatory fashion] Darmody, look, AR don't like sayin', "No."
- Lucky Luciano: He doesn't like sayin', "Yes" either.
- Lucky Luciano: Not unless he has to.
- John McGarrigle: We need guns and the money to buy them. Mr. Moramn tells me you're a loyal son of Ireland. I call upon that loyalty now.
- Enoch 'Nucky' Thompson: [after a pause] What would you consider sufficient?
- John McGarrigle: What you have.
- Enoch 'Nucky' Thompson: [Nucky walks over to his bank book and begins writing a check] Make it out to the Ancient Order of Celts.
- Ernie Moran: What'd I tell yuh, John!
- Enoch 'Nucky' Thompson: Remind yoyr boys at the next dinner who your best friend in town is.
- John McGarrigle: Cash is better.
- Enoch 'Nucky' Thompson: I say the same thing myself, but today is not the day.
- Leander Cephas Whitlock: [Toasting Eli] Propinate nobis similibusque.
- [Translation: "Here's to us and those like us - damn few left]
- Arnold Rothstein: And Nucky Thompson?
- James 'Jimmy' Darmody: Nucky's like a father to me.
- Lucky Luciano: I got a father. Barely said hello in five years.
- James 'Jimmy' Darmody: Sorry to hear that.