M14P,
I agree with most of what you say. I would recommend looking at the early 1970'ies A36 as well. There is very little structural difference, they are lighter and the old panel is very nice if you are used to it. My hangarmate has an A36 that is 5 years younger than mine, it is also more than 50 lbs heavier.
Except for the extender rear baggage area the earlier A36 offer exactly the same functionality.
Several shops can now convert your run-out IO-520 (285hp) to a full IO-550 (300hp). This really makes a big difference, much better climb, 4000ft more altitude to play with, better cruise speed for no fuel penalty.
I always compare the Bonanza to a Stradivarius, it has room for expansion of capabilities (of the pilot).
Life is too short to drink bad wine, go for it!