re: Mad Men: Lost Horizon

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Is it season 1 when he cheats on his wife with his secretary?

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Yes, Rich Sommer talked about how the original plan was for Harry to commit suicide by jumping off the building after committing adultery.

They clearly went another direction (a far better one at that). I think Harry Crane is the most interesting secondary character on television. Here's a dude who started off as the most "moral" of the younger guys at Sterling Cooper and "evolved" into THE sleaze-bag of the show. However, he's also been shown to be incredibly good at his job. In fact, professionally speaking, he's been shown in the most consistently positive light of anyone at the office. Seems rare for even prestige television to give us that much shading regarding a non-main character.