Mad Men

Maggie Siff as Rachel Menken

Rachel Menken is the head of Menken’s, a major Jewish department store. Raised by an older sister and her hard-working father (her mother died during labor), she claims to have had a lonely childhood. She meets Don Draper while searching for an advertising agency to take her company to the next level. Shortly after she enlists Sterling Cooper's services, she becomes a sort of advisor of all things Jewish to Don and gets romantically involved with him despite knowing he is married. Their relationship ends shortly after Don invites her to run away with him. (She refuses the offer).