I´m with you, Scott,
had both, two standard 964 and still have a standard 993 and a 964 Cup Car (all 2 wheel drive, from my point of you forget the 4WDs).
The 993 is potentially the better daily driver, the LSA axle for sure is a step forward and the running cost of a 993 are lower.
But: For the original 911 feeling, the 964 is the choice. Its´got the pure look, it is one of the real things. The rear suspension? No problem, it handles good enough if you want to keep your license. I would go for a later model (better rear brakes, airbag, tear drop mirrors, etc.) that is well kept. Very important, otherwise you have to invest at least 3,500 EURO to have a straight car.
Moneywise, a 964 is the choice anyway in comparison to a 993. In Germany 964 prices are rising, so buying now IMO is smart.
If I were a 911 rookie, no doubt, it would be a 964 coupe, nice colour, 17" wheels, 1" lowered with standard springs and shocks to keep it comfortable. Leather interior, AC and well maintained, no crash (or I definitely konow who rebuilt it) You´ll have a car for lifetime then, if you want.
Have my 964 Cup Car for 15yrs now, won´t sell it, if I don´t have to. (Broke or insane)
Hope that helps,
Rgds
Hacki