ICOT –
In your first case, I more than agree with your assesment.
In your second, if his intent is pure I think he is doing the correct thing. But it may not help all too much, as he will be seen hypocritically.
In your third, I agree with your assessment, but would give him more credit for accomplishing good.
In your fourth, you haven’t described your assessment of the matter, but I do agree with your description.