Grew up in the frigid Northeast, and never looked back after my first winter in Hawaii. We can and do play comfortably just about every day of the year. Now there are some spring days with a bunch of rain, and there some middays in July and August that I prefer to play early or twilight. Yea cost of living is a bit high, (check every tv ad that says in small print “not valid in Alaska or Hawaii). I have gone years without wearing pants, yes I have shorts on. So I am biased and love living here. San Diego is pretty nice and yes any place within a couple hour drive near Pinehurst has got to be pretty close to heaven.
Let me up the ante.. $150 says he will have taken a full swing by October. Caveats - his right knee soft tissue intact and he doesn't develop post op infection of any kind. Heck you can take full swings with a completely fused right ankle.