I am not saying "I would have done it differently, so Doc screwed up". My point is just that a framework for evaluation that works entirely on post-facto logic is a bit silly. Consider again the example I gave you. The coach that, according to knowledgeable observers/insiders, gets the most out of his players but the team just doesn't have talent versus the coach who does nothing and may make it harder for the team to win, but the team is so talented it wins anyways. Who is the better coach? According to your logic, it is the latter coach.
Now if your real point is that the coach doesn't matter, so who cares, that is a different thing.
The answer to your question, in my mind, is quite easy. The coach who wins because ultimately he'll have a head coaching job a lot longer than the guy who loses.
Good coaches that get the most out of their talent and yet lose often are fired for the teams win-loss record and then find it very difficult to find a job. If they do happen to find a job and the same thing happens where he is maximizing his team's potential and yet not getting the GM's desired and needed goal of winning, he will again be fired. He will then probably not get a third chance and his head coaching days in the NBA will be over.
The coach that has talent but might not be the best coach in the world according to "experts" will always have a job as long as that team wins. And since he would have shown that he can coach winning teams, will most likely have a long NBA head coaching career.
NBA GMs and owners care about wins and losses. By all accounts the "experts" say Avery Johnson was a good coach and he has an obscene winning percentage, yet he was fired because he couldn't maximize his team overwhelming talent when it really mattered. When winning counted most, he lost and is now not head coaching because he lost. Good coach not winning means no job. But he's a heck of a coach.
So ultimately evaluations of coaches needs to be put into context.
Is he a good coach because he wins and will hence get rehired again and again because he's proven he can win versus the guy that loses, regardless of what he is doing with his talent, and then can't find a head coaching job?
Or are you discussing good and bad in the management of being a head coach and getting the most of everything you have regardless of the outcome?
Or are you just judging by what happens from the time of tip-off to the final horn?
Doc has won in two different places. Doc has had some bad talent and maximized his talents level with wins, both here and in Orlando. One year in Orlando he had a .500 record with a team of Darrell Armstrong(the team's leading scorer) and a bunch of nobodies.
He maxed out his team talent both this year and last. This year he had good talent, got 66 wins and had almost zero games where the team just didn't play there hearts out. Last year he had no talent and an injured superstar and a rash of other injuries(Wally, Perk, Al, West) yet that team was never out of any games and played their hearts out. But got 24 wins.
But many here consider Doc a bad coach because of his substitutions and x's and o's.
So which is it? Is Doc a good or bad coach?
Is he good? He maxes out his teams playing potential, he's been to the postseason a number of times, he has an above .500 career long coaching record, and has his team 6 wins from a championship.
Is he bad? His rotations are head scratching weird, his substitutions erratic and he isn't the best guy to have dreaming up an offensive scheme.
Ultimately he must be a good coach because after Boston, he will get another head coaching job.