Matt Ward,
Let me re-emphasize that I said Maidstone "would be my choice if I could only play one course for the rest of my life". Hopefully, that won't actually happen until I'm in my 80's (getting there).
Since I wouldn't want to be restricted to just a truly "great" course when I'm old and feeble, that leaves out Merion, Pine Valley, Winged Foot, Dornoch, Oakmont and Shinnecock - one of the problems with their greatness is that they're too damn hard for old guys. I can see the day coming when I couldn't break 110 from the very front of the forward tees on those guys.
Maidstone and Somerset Hills are plenty wonderful right now if I could only play there and, hopefully, should be playable when 125 yards is is a big drive for me. However, I'm looking for a great, playable 10-12 month course - Maidstone is 6 months and SHCC about 8 months.
Soooooooo, I didn't say Maidstone is a better course than Cypress Point (I agree with you - it isn't). BUT, Cypress is my very favorite 12 month course and I think I could probably get around it from the uber-senior tees ok until I go to that great bunker in the sky (assuming Tommy Naccarato approves of it's design and construction, that is). But I would still prefer Maidstone for the "rest of my life" gig if I didn't have to take 6 months off.
In terms of whether my preference for Maidstone has to do with my (expected) success there, Hell, yes it does. If I have to play one, and only one, it needs to be both wonderful and playable. I don't know when my last round will be at Pine Valley, but I doubt that it will be after my 80th birthday. And at some point, I'm just going to stop putting at National altogether and only play the tee-to-green shots on the routes for the old guys that Charles McDonald so cleverly designed. Maidstone's greens are already challenging enough but not ridiculous - even downwind.
While I'm on the subject, San Francisco Golf Club is my 2nd favorite year round venue so I guess that would be Plan B.