My current set up is a old school REI cyclops and a 5x7 nylon tarp.
I have upgraded my bivy sack to a lighter REI minimalist and am using a tent footprint in place of the 5x7 nylon tarp, for additional shelter from precip.
In the winter I tend to use a Megamid and this works well for me.
I am comfortable staying in the 3# +/- range for a freestanding tent and am leaning this way for enhanced comfort and wind blown precip protection.
The tent set up is going to be for use in mountaineering where the available space for set up may be limited by the site. this is my main reason for leaning toward a one person and freestanding although for a little extra weight, having the space for gear and cooking, available by going to a two person set up, is worth consideration.