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"That is, having advanced the cause of non-Anglo, non-Protestant, non-Establishment whites, he was limited in what he could do for blacks."
I find your assertion fairly weak. Yes, he was the first Roman Catholic president, and he faced a fair amount of resistance to that, especially in certain areas of the south. But also remember that there was a fairly large (and still is) Roman Catholic constituency in the US. Between Italian and Irish decent, not to mention some German, French, and Spanish thrown in, he had advantages in electoral politics that Obama does not enjoy. The Roman Catholic Church enjoyed, and to some extent still does enjoy, a fair amount of political clout in the US.
I don't see how this translated into a particular problem for JFK on the larger issue of civil rights. He had a southern problem with, or without, his faith because the democratic party in general was facing resistance in the south. He lost EC votes to Strom Thurmond of the Dixiecrat party over the issue of segregation, much of it over the force integration of the party itself. There were huge floor fights at the conventions back then over this issue. If anything he was positioned to move against the southern Dixiecrats and Jim Crow because he had won without them. LBJ was giving him this very advice, and in fact picked up the cause upon JFK's assassination. He was in Dallas that day because he was worried about losing TEXAS, not Alabama.
Obama's situation with respect to LGBT community is as flawed as JFK's was on civil rights. He has nothing to lose buy pushing for equality here. The strong opponents aren't going to vote for him anyway. He's not making any friends by going slow here, and in fact is appearing weak by doing so. He appears to be getting pushed around by the DoD on a couple of fronts, whether that is true or not. And the majority of America will support him, even ones who may not end up voting for him.
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