Jack: That's why I only date 20 year olds.
Dennis: Let me tell you about 20 year olds, half of them are 16.

Jack: I don't do these things just to drive you crazy, Lemon. I do them for the good of the show.
Liz: Well, I'm the one who always has to clean up the mess afterwards.
Jack: That's why my job is way better than yours.

Liz: Why did you bump Jenna from Conan?
Jack: Because if I have a choice between an international movie star and a woman who does commercials for ShopRite...
Liz: No, no, no. Jenna doesn't do those commercials anymore. She got fired.

Leo's an excellent physician and a pretty good dentist.

Jack: Gosh, I hope you got a picture of that with a camera on your beeper.
Dennis: Actually, my beeper doesn't have a camera; but it does have a pedometer. Actually, not this one.

Jack: You have to stuff your heart with steel wool and tin foil. You must be ruthless, you must be absolute. Remember always you are the exterminator, say it!
Liz: I am the exterminator!
Jack: Say it like you mean it!
Liz: I am the exterminator!
Jack: Louder!
Liz: [shouts] I am the exterminator!
Jack: Okay, not that loud. People are trying to work around here.

Jack: Lemon, today is the first day of the rest of your life; and what is the first thing you need to do?
Liz: I have to break up with Dennis.
Jack: And if you don't break up with him now?
Liz: He'll just keep showing up at work to sell beepers; we'll just get more and more tangled up in each other's lives 'till I can't even get away and we're just like... Oh, my God!
Jack: That's right! He's the Rat King. And there's only one way to break up with a rat, you have to cut him off completely.

Jack: So, how did it go.
Liz: He moved in with me.
Jack: Well, of course he did.

Liz: Oh you should do it. It will be hilarious.
Jack: Well, that will be a refreshing change of pace for the show, won't it?

Jack: Lemon, I don't know how to do this.
Liz: I know.
Jack: I don't get it. It's not the fear. I thrive on fear.
Liz: Yeah, you're lookin' out a fake window right now, by the way.
Jack: I bow hunt polar bear. I once drove a rental car into the Hudson to practice escaping. And it's not the public speaking, there's just something about performing I can't wrap my brain around. All this creative crap. Acting. Ahhh. I've never been able to do it. Never.

Jack: Lemon, I need your help.
Liz: Really, Jack Donaghy needs my...
Jack: Don't gloat, it makes you seem man-ish.

Liz: ... Any dumb-dumb can act, Jack, so be a man and get it done.
Jack: If you were any other woman on Earth, I would be turned on right now.