I have a Connie Combs Circle Y, an American Saddlery (hand-me-down from my niece to my son), a Hereford, a Buffalo, and a trophy saddle I'll have to look at tomorrow to tell you a brand name
. I like different saddles on different horses, depending on how they ride.
My first saddle was the Connie Combs, and it was very used when I bought it 17 years ago. I just had to have some minor tears fixed on the fenders, and I had to have the horn rebraided. (This saddle has a hoof pick holder on the skirt, which I like, because I usually don't use a back cinch.) The in-skirt rigging and dee rings are still in great shape. This saddle works well on wide horses that have what my sister calls "jet-powered take-off." SIDE NOTE: I prefer this saddle for pole bending, if that's important to you.
My niece got the AS (I can't remember which model) 7 or 8 years ago for Christmas. I've never really ridden in it, because it's a smaller saddle. I can tell you the leather quality is not as good as my other saddles, and the fenders will need to be replaced soon. (This is with heavy use.)
I bought the Hereford 11 years ago when I started riding a narrower horse. It was also used, not sure for how long, though. The rawhide on this saddle is all in tact, but the conchos that hold the jockey against the cantle just fell out. I also replaced the fenders right after I got it, but that was because one broke when the horse blew up in the round pen. The dees and rigging on this saddle are also in great shape. It feels more secure than the Connie Combs, but not as easy to move in.
My sister bought the Buffalo a few years ago, but it hasn't been used much. My mom loves to use it for trail riding. The leather quality is not bad, but not top notch, either.
The trophy saddle is very secure, but I don't like the horn. It's four inches and comes straight up out of the pommel. (I prefer a two or three inch horn that angles forward.) This saddle is comfortable on a horse that is medium-wide. My sis bought it four or five years ago for a young horse she was working on.
I rode in a treeless saddle at my trainer's house, and that was awesome. I just didn't have the money to buy one at the time. I know it was not a Circle Y, but can't remember exactly what it was.
My suggestion if you're looking to buy a new saddle is to try some different demo saddles. (I know you can try two different Circle Y saddles from Valley Vet.) If you have a trainer anything like mine, she has a bunch of different kinds of saddles. See if you can throw a variety on your horse to see what you like and what fits him. (This also works with various horsey friends