I think you've mentioned some of the trade-offs inherent in a tent. I'll mention some other ones, as well as other factors to consider:
A lot of non-free standing tents are best oriented to the wind in one or two directions. This limits your tent location. Likewise, if you make a mistake in tent location (e. g. not realize a root is in the way until you've set it up) then it is easy to fix with a free standing tent (undo the stakes and rotate or move). With a non-free standing tent, you pretty much have to start over.
Tents that allow for the use of trekking poles don't require the use of trekking poles. If you buy poles for these tents (because you don't use a trekking pole) then the pole(s) tend to be very light for their strength. This is because the forces are applied from tip to tip, as opposed to along the whole pole (as it is with a curved pole). This is especially nice because carbon fiber can handle that type of stress really well, and does poorly with the other type of stress (which is why aluminum poles are more common on dome tents). If you do use a trekking pole, than the pole itself is very strong. This is why a Mid (or tipi) style tent is very storm worthy. It sheds wind fairly well and the single pole is very strong (if it does fail, it is likely to occur with your stakes/pegs -- which is basically user failure).
Consider your own preference for internal design. Personally, I spend a lot of time in my tent just lying there. This happens a lot in buggy areas. So, I prefer a lot of space above my head. That is why I like a Contrail type tent over a Mid. The Skyscape Tents (by Six Moons) are a bit of a compromise, but has plenty of room above the head.
Some tents have the pole(s) inside, while others are outside. I prefer outside, especially for non-free standing tents (which often require a bit of fiddling with the guy lines to get just right).