2 barrel to 4 barrel

Depends if you really do any highway driving ? For intown I wouldn't mind 4.xx gears, right now I got 2.xx gears, I rarely shift into 3rd, I use my trans more like a 2 speed power glide with an OD. In second I can cruse 30-40 mph which is functioning like a 4-4.26.
I believe I mentioned that with resect to towing and manually downshifting. I also mentioned the balance of street, highway and race use. Personal preferance is also a big consideration. What one person finds tollerable or desirable, another would find totally annoying.
For an A body car I expect most would find 3.23 to 3.73 gears quite acceptable. 3.23 without an OD while these days the 3.73 probably should have an OD trans. The 3.55 gears are in the middle and work well with a torquey engine and OD for the highway. Again, personal preference determines the end choices.