It's all relative, Hill Wood was an old fart and a relic....a chairman for the days when we were a relatively small club in terms of revenue. Dein was the man he deferred to because he understood the game better than him. The difference is unlike Kroenke, Hill Wood cared about the club it had been part of his family for generations.
I don't know how true this is but my understanding is that Dein was resistant to us moving to a new stadium, I think he felt the money would be better spent on signings. Short termist approach perhaps, but he probably knew that the clubs inate conservative tendencies would prevent it doing what was necessary to make us a dynasty.