I wear it on all the lengths and cover my snaps most of the time (but now that I think about it, covering the snaps could invite more hair to get caught in the gap between snaps ). My hair gets caught on the longest setting, when I wear it on one shoulder. No matter what I do, my hair just finds itself in between the snaps that rest on the shoulder and I have to remember to remove my bag gently. Honestly, I should be more mindful and move more carefully but there have been times I’ve ripped a few strands outSo interesting that several of you are having this experience. I have long, straight hair that kind of goes everywhere and catches on everything, and I've never had an issue with my horsebit strap. I don't ever wear it crossbody, leave it at middle-length, and have all the exposed snaps covered. Maybe that's why???