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"Look, we've got oysters rockefeller! Beef Wellington! Napoleons! We leave this lunch alone, it'll take over Europe."
--Season 1, Episode 6: "Babylon"
"I guess what I'm saying is at some point we've all parked in the wrong garage."
--Season 1, Episode 7: "Red in the Face"
"When a man gets to a point in his life when his name's on the building, he can get an unnatural sense of entitlement."
--Season 1, Episode 7: "Red in the Face"
"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.'"
--Season 1, Episode 10: "Long Weekend"
"When God closes a door, he opens a dress."
--Season 1, Episode 10: "Long Weekend"
"I shall be both dog and pony."
--Season 1, Episode 11: "Indian Summer"
"Look, I want to tell you something because you're very dear to me, and I hope you understand it comes from the bottom of my damaged, damaged heart: you are the finest piece of ass I ever had, and I don't care who knows it. I am so glad I got to roam those hillsides."
--Season 1, Episode 11: "Indian Summer"
"Can I just fire everyone?"
--Season 2, Episode 2: "Flight 1"
"Don't you love the chase? Sometimes it doesn't work out; those are the stakes. But when it does work out, it's like having that first cigarette: your head gets all dizzy, your heart pounds, your knees go weak. Remember that? Old business is just old business."
--Season 2, Episode 4: "Three Sundays"
"I'll tell you the same thing I told my daughter: if you put a penny in a jar every time you make love in the first year of marriage, and then you take a penny out of the jar every time you make love in the second year, you know what you have? A jar full of pennies."
--Season 2, Episode 5: "The New Girl"
"Do you want to be right, or do you want to be married?"
--Season 2, Episode 9: "Six-Month Leave"
"It's easy adjusting to happiness."
--Season 3, Episode 3: "My Old Kentucky Home"
Roger Sterling is a Partner at the Sterling Cooper advertising agency. A World War II veteran, Roger has suffered two heart attacks: one while seducing a model in the office after hours; the other after returning to work before fully recovering. Although he briefly tried to change his ways, Roger is now not only smoking and drinking again, but he has also proposed marriage to Jane Siegel, a much younger woman who briefly worked as Don's secretary. (Earlier, Roger had carried on a long-standing affair with Joan Holloway, Sterling Cooper’s Office Manager.) Anticipating a costly divorce from his wife Mona, Roger encouraged the Puttnam Powell and Lowe takeover of Sterling Cooper. He has a daughter named Margaret who is currently engaged.
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