Bacon and Associates is a great place to buy used sails. Located on Legion in Annapolis Md. They have used sails from Optimus dinghies to Whitbread boats and anywhere in between. Impressive selection. You can check their inventory on line. There are many classes that use dacron sails and don't allow the fancy laminates. And some classes only allow new sails to be purchased once a year for the guy with all the dough that can afford new rags every year. If you get a good price on a racing sail that fits your boat, it will last a good long time if you take care of it. They hold their shape much longer than dacron. The old mylars used to come a part or separate, but new sail materials are much better today. An old car will get you around the block ok, but not as zippy as the new car. An old sail will make your boat go, but not as zippy as a new sail. If you find a near new sail at an affordable price, that is a good thing. The other thing is racing sailors have different abilities and race on different levels. If they are a high level racer, then their sails have to be top notch to be competitive. Not so if you are in some local sailing club that is not so competitive. There is a difference in quality with cheaper sails vs more expensive ones, however. It has to do with the sail weight and material, (denier count), if it's a simple cross cut dacron vs a radial paneled sail which has more pieces, is more involved to build, etc. it will cost more. Often the corners of a sail might be better made and same for high load areas. There may be more slugs or hanks, etc.