I have several pieces of Teresa's wool. I like the zipper jackets when the temps aren't too cold but I really like the pockets on the Pathfinder and the Anorak. So what I do is... In cool but not too cold temps I have a merino wool base layer, then a nylon pull-over long-sleeved shirt and then my Pathfinder. My Pathfinder goes on and pulls off easily when it's sliding along over the nylon shirt. I wear the Anorak when it's getting pretty cold. Under that one I wear the merino wool base layer, then an insulated, nylon-shell jacket. Same thing, the Anorak slides on the nylon easily for both putting it on and taking it off.
I too don't wear my wool on my walk in, but I put it all on, including my harness before I climb the tree.