I know that this will be unpopular, and I don't like the guy, but I really think that it's Ed DeBartolo.
Players stated that their record 18 road wins between 1988-1990 was possible because of the way that players were treated, the travel arrangements etc...
I know that Jerry does this kind of thing now, but the fact that he refuses to hire a GM at the expense of this team makes it impossible for me to put him at the top of this list. If not DeBartolo it has to be Kraft.