That's funny, this was my reaction: I don't like many (OK, most) of RVG's remasters - I'm told his hearing is deteriorating badly - I wondered if his alleged hearing loss could have something to do with the sonic qualities of his remasters - if so, that could explain the (at least to my ears) exaggerated highs. I never thought his remastering to be fundamentally wrong, though (I know, you never said I did ); it's just not my cup of tea.
As for your second point, I think you're right, much popular music does have the same sonic qualities (to my horror, but that's my problem), such as many recent Sony jazz reissues, and, since they're probably aimed at the current market, it seems much more likely to me too that that's exactly how Blue Note want their reissues to sound (or they would undoubtedly have told Rudy otherwise). I've discussed this "privately" with a few other board members, and they agreed that this might be the case.