The main continuous border stamp on this holster is one I first saw in the 1980s on I think a Ted Blocker rig that Thell Reed used for fast draw shooting. I liked the stamp so bought it from Tandys. That makes me think this is a more current holster like what you’re saying. But I’m thinking even a little newer. Unless that stamp is a modern copy of an old one. But I don’t recall seeing it in real old holsters before. If it was made within the last forty years, the maker had/has an excellent historical sense. Other than that stamp, it looks pretty old and still might be.
In Red Nichol's holster blog the other day he did a write up on a holster maker named Wyeth who made holster stamped with various store's propriety names. I think usually without his own stamp on them. A common stamp he used was a cowboy on horseback, pressed into the leather actually. I can't find Red's article now but your second holster looks just like it from my memory at least.
Andy Anderson started out as a saddlemaker & look @ what he accomplished after he quit working for ArvoI agree, everyone and their brother started making leather cowboy gear during the 90s-2000s for CAS. I see a lot that are pretty junky, but the OP's looks nicer. I bought a gunbelt the other day used, from a recent maker I didn't know, but since he's in Arizona I had to try it. It's pretty nice, Cochise Leather by a David LaFlair. Still around, they have a site and make saddles too, a good sign.