What killed the Boxster for me is engine access. I don't know about the old ones but on the new ones I looked at you can't get to the engine. Its just a sheet of aluminum that I assume and hope unbolts somehow so you can. If not that it must all be from underneath, and in that case you would need a lift.
Porsche even puts hose connections in the trunk so every 15k miles the dealer can suck the oil out and pump more in. I guess the oil filter only gets changed every 30k.
At least on the 911 you can get to the motor. Still tight, compared to the R129 which would be a dream to work on in comparision.