I had a real nice long conversation with
ben@tirerack, and explained what I wanted and what the pros/cons where.
Long story short, we discussed GTS sizes (285/30 R19) and offerings (conti 5P, S-04, etc), and the plus sizing (295/30 R19) on the PSS or AD08.
His bottom line was this:
given the option of using a 285/30 with the 5p, or the 295/30 with the PSS, he would recommend the 295/30 pss.... the sidewall interaction tradeoff is minimal (according to ben) and only noticeable in extreme cornering conditions for fractions of seconds (until the it settles into the corner), and the "look" I am looking plus the slight increase in surface area contact, would be a good benefit.