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2. Milton Waddams

You didn’t have a heart if you weren’t rooting for Milton Waddams in the 1999 comedy Office Space. He becomes a sort of punching bag for the office, mostly at the hands of Lumbergh. Unfortunately for the employees at Initech, his kindness is taken for granted and the results aren’t too pretty. We just hope good old Milton spent a portion of that blank check on a new stapler, and a piece of cake just to even things out.

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