Well, I finally figured it out. I was under the impression that I'd gotten the fit situation resolved, but I could not have been more wrong. Tonight I tried pushing the phones into my ears and wiggling them slowly. I found that in one exact position, the seal completed and the SQ increased astronomically. I still like the sound better with the treble boost EQ, but it was a matter of night and day. Comparative listening, or even analytical listening is quite difficult when constant pressure and precise positioning are required to produce excellent SQ. None the less, it is clearly there.
The conclusion I've come to is that I have tiny ear canals, and these massive monitors just don't fit. I tried 9 different styles of tips (5 that came with the triple fi and 4 that came with the vmoda). I found that all but the smallest vmoda tip worked its way out of my ear the instant I stopped holding it in. The smallest size simply wouldn't seal. I went ahead and ordered some of the alternative tips people recommend in this thread. I have my doubts, but I'm hoping one of them will get me rolling here. If not, its time to put in a serious listening session and decide if these are worth custom shelling.
Thanks for the input everyone, I KNEW something just wasn't right here.