RE: Climbers vs. Tree size
Don't exactly know how large a tree my climber will go into (API Magnum) but I do know that I have climbed some exceedingly large trees with it. I would suggest trying a couple different stands out in the woods you are talking about, you might just be surprised.
With bow I like to hunt high 25 plus feet. The trick is to have the stand angled significantly when you start at the bottom of the tree. the higher you go the more leveled it gets.