9. Miss Ida Blankenship
Showcase Episode: "The Beautiful Girls"
Don's coolest secretary, hands down. You could count on Miss Blankenship to greet Don with a line like "your daughter's psychiatrist called" or "you got a call while you were in the toilet." She always found a way to be a pain in the ass for the whole office, right up to the end. (And for a few hours after that.) As Bert put it, "She was an astronaut." Desperate request to AMC and Matthew Weiner: Can we get a Better Call Saul-style prequel about Ida Blankenship, maybe about her younger days as the Queen of Perversions?