Setting up with the wind in your face only helps when the wind is blowing and blowing consistently. If a deer approaches from behind you in this scenario, you theoretically wouldn’t expect the deer to close the distance for a bow shot (unless you’re Eberhart
).
However, when evening thermals begin to take over—which usually happens when these crepuscular creatures tend to most often move—deer may very well approach you from behind. In these situations, I disagree with the idea that you’re just as likely to get busted from a stand as you are in a saddle. If a sizable tree trunk is between you and the deer, it helps conceal your outline—regardless of whether you’re in a stand or a saddle.
And regardless of how you orient in regards to the wind with a saddle, you always have an exposed back to one direction. Options to fix that are to either setup with cover directly behind you or hunt from a tree stand. Problem with having cover behind you is that now you’re sandwiched between a tree trunk and another obstacle to work around for a shot.
I personally like running a hang-on and wearing a saddle—a hybrid setup with more versatility.