I answered weekly, but it's probably closer to a couple of times a week. My current employment doesn't allow me to carry as much as I would prefer; so, I don't carry everyday.
My primary carry holster is a Crossbreed SuperTuck Deluxe (which is awesome by the way) that carries both my Glock 19 and 26 equally well. I have to admit that I don't inspect it everytime I put it on, but I pick it up and look it over several times a week. I never really thought of it as an inspection, but I guess that's actually what I've been doing.
I also have an Aholster pocket holster (also very nice) for my 26 that serves as more of a "home" for it when it's not in the Crossbreed. It also get's used when I don't want to put on the larger holster and just throw the gun in a coat pocket or pants' pocket. It gets the same treatment as the other holster, but there's not much that can go wrong with it. It's simply a single piece of kydex folded over and molded to fit the gun.
Sorry, I didn't mean to give such a long answer to a simple question.