I would think you hit the nail on the head when you said you might be "pulling".I'm also guessing your right handed which might explain part of problem(other than wind) pulling to right at 300.I'm a lefty so I have the same problem when bench shooting pulling/jerking trigger.I get shots pulling to left(no wind) until I get settled down.Don't have that problem when X hairs on the deer
BTW - NC had a very good point on buying a range finder.I've used one in every deer stand on property to ck distance at key points.I then use perm black marker to annotate distance(s) on stand rail.When that deer walks out you have a very good idea how far he is - 50 or 300yrds.
Good Luck