Good points in your journal. I especially agree with you about the fact that people often overlook the fact that Bruce used his vast wealth in those charities and economic programs instead of just dressing up and fighting crime.
The thing is that I did like the Jason brought back by Winick and established after that in flashbacks. I think that it fits the Bat-canon, is even required, for there to be failures, those who did not have what it took mentally. I also think that the fact that Jason was that one had less to do with him poor and of the options available he was most suitable due to his death.