Would it ease your mind to just do all 3? You'd have the bases covered as well as you can for whatever conditions come, with that approach.
Consider the most favorable setting for the type of plant chosen and stick to that for the majority of them tho to try and prevent large losses.
For example, the willows and sycamores I put in the swales have all survived, but I've lost some of those same species in other non-sunken areas because two consecutive rather dry summers.
Shade is a big factor too. Plant some fast growing (or just let the weeds surround) things to protect the baby trees no matter where they are. I also think this keeps
mice and
rabbits from finding them so easily. For the baby trees planted closer to my dwelling, every so often I pull weeds right around them and use that as mulch, checking for cracked in the ground around them (exposes
roots to air, they don't seem to like that) and try to scratch up some soil to fill that in. It really does help to hit with a little water here and there that first and second year if conditions are real dry. I forget where I've planted many, and yes they die but I'm also surprised sometimes when I find one has made it!
Hope this helps, I'm learning too and just trying my best.