Having the same CTT as Mike(well, 'cept mine has upgraded GIAC engine software @ 600bhp, muscular Hanksville exhaust, his old roof rack setup, and his old factory Porsche sliders), I concur with his statements. Love love my CTT, total jeckyll/hyde, but you'd also do well with an S, if you can find one optioned with air susp. Reason we both went Turbo's was the value per dollar, and how outfitted both of our Turbo's are, for a fraction of the new Porsche price (his has special mahogany Yachting interior, mine full carbon fiber and compass/altimeter option, so whether on sea or land, it's always a fun Porsche SUV experience). Doubtful to find an S with air susp AND PTV+ locking rear diff. Or get a coil susp and add the Eurowise lift kit; we've done some of those on 955/957's and they're beasts on 33-35's!
The 958 S would get you smaller brakes like a Diesel has(brakes are still very good), so you could 18s and taller tires, than our Turbo's 19s and 255/55/19 Duratrac's. GTS do have some painted lower cladding so beware of that for off-pavement.
And BTW, we also came from VW's(loooong ago), have Rovers, etc. A 958 Cayenne is much more reliable than the Rover, especially an LR4, although a well-cared for LR3 can be very reliable if maintenance/repairs haven't been deferred. 4Runner; totally opposite driving experience than a Cayenne. GX, Mike has had many Lexi; nice and reliable, but still no Cayenne experience. You could also look at the cousin the Touareg; the gen3 diesel's can be had for a screaming deal (seen many as low as $10-12k, 70k on the clock, clean as a whistle).