Rachel Menken (Maggie Siff):

Don’s former fling, the elegant Rachel, was one of the only women in his little black book who was a proud independent businesswoman. She counted on no man for money, shelter or social status, and she let that be known to Don (who, if you haven’t already noticed, is a bit intimated by strong women). Though their friendship with benefits didn’t last very long, Rachel’s departure undoubtedly left a lasting effect on Don’s ego.

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