Don Draper: (to Pete) The day you sign a client is the day you start losing one.
[a few minutes later]
Roger Sterling: The day you sign a client is the day you start losing him.
Don Draper: You don't really believe that.

You know what my father used to say? "Being with a client is like being in a marriage. Sometimes you get into it for the wrong reasons, and eventually they hit you in the face."

Roger Sterling

Remember, Don...when God closes a door, he opens a dress.

Roger Sterling

Roger: What else is there?
Don: I don't know. Life being lived? I'd like to stop talking about it and get back to it

Peggy, this is isn't China. There's no money in virginity.

Joan

I hate to break it to you, but there is no big lie, there is no system, the universe is indifferent.

Don Draper

(speaking to a client) Listen, I'm not here to tell you about Jesus. You already know about Jesus, either he lives in your heart or he doesn't.

Don Draper

(to Don) At some point, we've all parked in the wrong garage.

Roger Sterling

Mourning is just extended self-pity.

Don

Roger, if you had your way, I would be stranded in some paperweight with my legs stuck in the air.

Joan

(to Don on the phone) I want you to pull my hair and ravish me and leave me for dead

Midge

Betty: I liked your girl Peggy. She's fresh.
Don: As the driven snow.

Mad Men Season 1 Quotes

Don Draper: Let me ask you something, what do woman want?
Roger Sterling: Who cares?

Psychiatry is just this year's candy pink stove.

Roger