I bought
the red one with 207 miles on it, and
the silver one with ~4,900 miles. Sent both directly to Rich Brooks, he went over both and addressed all issues, almost entirely routine maintenance. The red one did have a leaking A/C compressor (replaced), and the silver one had slightly leaking shocks (replaced). Both inexpensive to correct and no problem for Rich. Red one's A/C works perfect, even with only ~130 miles in my year and a half of ownership, and the silver one has no issues either. Both drive and operate like new cars and are fantastic. Everything works, no leaks.
Drove the red one to our January Cars & Coffee, absolutely no issues, A/C and heat work, literally drives, smells and feels like a brand new car. Drove the silver one to Cars & Coffee yesterday ... everything works. I'm just not seeing the major issues you describe. Did I get super lucky? Or are the issues you describe just not a big deal for Rich to handle?
Edit: Maybe the difference here is, I don't have a problem with shipping a $300k car to the expert to make sure all is good and take care of maintenance etc, whereas maybe you don't want to do that.