Roy is one of the best of all time. I don't think any reasonable hockey fan would say otherwise. Since he was average, if not slightly below average, at puck handling, it would be easy enough to argue he wasn't best. For my money, I'd vote Brodeur above Roy. Like Hasek, he was like having a 3rd defenseman, and most likely, Brodeur will be known as the best puck handling goalie of all time.
Roy certainly had the skill, it's just unfortunate he chose to have a a bratty bad boy attitude to go with it, imho. That's why I find it very odd to see him coaching. I never thought of him as having a wise, leadership-type of personality.
This is where you can get into the inner culture of each sport. I never played organized hockey, but I played several other sports long enough to get a good grasp on their respective cultures. Hockey seems to be an interesting breed. Lots of psychology, though primal at heart, goes into it. I could see players responding well to Roy. He's a fellow meathead. It's easy for them to respect and relate to him. It's like people who want to vote leaders because they're like them. "He's a beer-drinking guy. I could watch football and eat me some BBQ with them. I like that. I don't want me no smart guy telling me what to do." They'll follow Roy into battle, and that is no small thing. It's like the antithesis of Hitchcock and Babcock. Their players trust in their chess maneuvers and mindful systems. Different types of respect and admiration, but they all result in similar places. Roy's style has its limits, though. Or I would assume it does. Chess players can adjust to new situations. The brutes are one-dimensional with less adaptability.
The difference in the testosterone-fueled coach versus the chess player was quite evident when I watched Roy pull his goalie with an entire 2:44 left, and then saw Minnesota, of course, score 2 empty net goals. I'm hope it gave his team a rush, but it sure lost the game for them this time.
On the other hand, you gotta love a Game 7, no matter what the sport or who the teams may be!!