Wendy: Problem is, the money does the same thing that flying through the clouds without instruments does. You can't tell which way is up, which is down, and you don't know you're spinning until it's too late. Unless you have a great co-pilot who's monitoring the instruments.
Taylor: Thanks for being mine.

Axe: Tell 'em, Wags.
Wags: Little side pocket we had so the brass could enjoy the spoils of the best ideas.
Axe: Cherry-picking trades for a secret internal fund.
Chuck: That could look very bad. [chuckles] Fraudulent, even.
Axe: In a certain light, maybe.

Axe: You've still got about a hundred million in those accounts, don't you?
Prince: Just about, yeah.
Axe: Well, in Indiana, that's like being a billionaire.
Prince: That's right. Yes, it is. You know what? Maybe I should be thanking all you bastards for giving me a chance to go out and do it all again. Spin it up.

Wags: You don't have to say it. I will be here with you to get this place cranking again. But then...
Axe: What? Miami? With all those other rich fucks? You know, it does have a lot to recommend it. It is the center of it all right now.

Governor Dunlop: Prince is too smooth. Too confident. He's built different. It's like he ate the Great Man Theory and asked for seconds.
Chuck: Well, no argument there.
Governor Dunlop: But I'm not seeing enough evidence your guy is that different.
Governor Dunlop: Which is why I am here.
Chuck: And I am grateful you are, Governor.
Governor Dunlop: I don't need gratitude. I need clarity.

Torre: All of these companies are owned by Michael Prince or his subsidiaries.
Chuck: Mm, that's right. We hurt the companies, and we hurt Prince. Badly. Tag the companies as bad.
Torre: Ruin them without knowing if anything criminal actually happened. Do the investigation after the fact.
Chuck: I plan on using the power of this office to its fullest, and I expect you to do the same. Otherwise, it is wasted on you and will be given to someone not so easily offended.
Torre: You don't see me clutching my pearls. I don't even own any. Guys, there is an order to things. Learn of a crime, investigate, confirm, and announce so that only companies that are bad actors are hurt.

Winston: It's not about the work it'll take. That's fine. I'm Wozniak on 'roids up in this motherfucker. Nope. It's about ego.
Sacker: You just said that.
Winston: Ego, which translates into dollars. The whole thing is I am in the process of careering off of this algorithm, and for that to be the case, I need it to be a money-making machine.
Sacker: Which it is.            
Winston: I get it.
Sacker: So, what dollar figure would you attach to the sublimation of that ego in order for us to get what we need right now?
Winston: It's a seven-figure number that starts with "Oh, shit!"

You should have told me you were coming so I could've had a strong, fresh-brewed cup of get the fuck out waiting for you.

Axe

Wendy: Jesus fuck, this is already such a fucked day.
Wags: A two-fuck walk-in sentence from you is not something to take lightly.
Wendy: Sure as fuck isn't.

Wendy: Welcome home, Bobby.
Chuck: Never thought I'd say it, never thought I'd think it, but thank God you're here.
Wags: Ain't that the motherfucking truth.
Axe: Now, let's get to work.

Wendy: Explain the outsized revenue despite the skeletal staff of doctors.
Rian: Mental's been billing insurers for its A.I. check-ins as if they're actual human sessions.
Wendy: So our big strength, automated therapy, it's actually a big scam?
Rian: It's Medicare fraud. And, like, a federal crime, for reals.

Chuck Senior: The only object lesson that I see is that this D-team, this poor man's McEnroe/Fleming... couldn't take down a Christmas ornament.
Chuck Junior: Just leave us to it, Dad. Please.
Wags: I'm McEnroe, at least, right?
Chuck Senior: I was being charitable. It's Fleming/Fleming.