So should the case actually be creased down into the crimp groove (pressed flat)? I was really trying to avoid this to extend case life, but if that's what it takes so be it. Thanks for the suggestion on the factory crimp die, I'll probably be switching over shortly because I've heard good things. My load currently breaks down like this:
Cal: .44 mag
Case: Winchester
Primer: CCI 350
Bullet: Nosler 200 JHP/ 200 Hornady XTP (I'm leaning towards the Nosler, the rifle seems to like them)
Powder: H110 28.0 gr.