Well y'all, I believe I've got the problem fixed.

As I mentioned a couple of posts above, I had a handful of rounds that still didn't play well with the case gauge. I ran all of those through the Lee Bulge Buster and they now plunk in and out of the case gauge with ease. I could definitely feel some resistance on the rounds as they passed through the die and the "bulge" was being ironed out.

Question is, how did the cases get the bulge? Is it something that I'm doing in my sizing process? Is it just the range pickup brass itself?
I don't know, as this is a new problem to me - maybe it was bound to happen and I just finally came across brass that had the bulges from being fired in a Glock or another pistol with an unsupported chamber.

I will fire all 50 rounds to check for function, but I'm betting I have fixed the issue considering how easily they slipped in and out of the case gauge after ironing out those bulges.

Thanks, gentlemen, for all of your suggestions and for keeping this thread civil and enlightening.