Mate, why would you give up being part of the crew that bought a Boxster to an Air Cooled
only event, driving in freezing weather to Tennessee in a day, getting repeatedly lost in Nova Scotia, Sunburn at AX, Parking lot abuse in Vermont, getting pulled over by a cop who tells you he's been chasing you and your friends for three exits, Nutcases letting of fireworks when you walk in their shop ... and so many other great adventures !
1 Definitely no.
2. Good compromise
3. Good compromise
4. Flip this particular S2K and buy another with a few more miles and then pocket the profit (and spend it on the 911.)
In all seriousness why not use the storage as a rotational thing. Park the 911, drive the S2K, then swap. See what you are more drawn too. Overall I'm bummed out because if you do sell the 911 It won't be the same driving without having to stop in rain storms to put your roof on ...