George was a borderline sociopath that made a lot of people rich (including himself) via many shrewd business moves and a few strokes of luck. Along the way he forever changed sports in a negative manner though a lot of those negatives probably would have come to pass regardless. While he certainly was obsessed with winning which was a positive for fans of his team, the insane manner in which he ruled the team probably prevented the Yankees from being even more successful during his tenure.
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