Michael Scott – The Office
Even if you developed a soft spot for Michael Scott, he started out as the world’s most inconsiderate boss. Michael was a bonafide HR nightmare, overstepping his boundaries in every possible situation, interfering with the lives of his employees, and totally disregarding the concept of basic manners. We learned to love him, especially by the time he departed at the end of season 7, but there are probably many people who would rather saw off their left arm than spend a day working for Michael Scott.
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