Mac,
I was surprised to see your concerns about H1 pricing being high and that it holds it's value. Not sure what your expectation was.
I know when you consider what the original list is for an H1 they certainly aren't priced high. In fact I think you can easily find a brand new 03 H1 that might have listed at $110,000 in the mid-80's. I think Lynch has 2 listed on there site that are listed for aroung $85K new. I bought a brand new 01 leftover about 6 months ago for $65K. Hard for me to say this is high. I suspect if you price an 04 H1 you may find prices holding simply because they plan to only build 230 give or take this year.
As for resale, once you get past the initial whack off list they do seem to maintain the better part of there value even after several years. I hope
. If you do go the used route make sure you get a warranty of some kind, hopefully factory. H1's are not cheap to service. I suspect your looking at free service with the Benz, not sure about the Porsche. Outside std maintenance I'm sure all your choices are not easy on the wallet from a service perspective.
All cool choices regardless. Interesting mix as well. Which Cayenne are you looking at, S or Turbo? I considered one way back but they where by order only then so I bought the H2 instead and haven't looked back since. No regrets!
Best of luck to you.
2001 H1 Opentop
Former 03 H2 Adventure Series
http://homepage.mac.com/babiak1/