Originally Posted By: JoeyJNothing wrong with Winchester brass. 1st off, if your cases are incorrectly resized you may not need to pull the bullet. I've use the Redding body die to correctly resize improperly sized loaded cases without any type of problem. If you don't like the idea of resizing a loaded case, I understand that position.
As to checking headspace - Lots of various tools out there that will get the job done but I doubt you'll find a commercial model that will be better than a digital gage - here's a good one:
http://www.larrywillis.com/
If you want, you could always purchase the digital headspace gage and set the Redding Body die to bump the shoulder back 0.002 to 0.004 from your fired case measurements, then run the case through a neck size only die, then a Redding Competition Seating die and finally a Redding Micro-Adjustable Taper Crimp die. For both speed and accuracy you might consider purchasing the Hornady LnL Progressive Press if going this route. 
That digital headspace guage looks nice. The hornady comparator was cheap and helped me diagnose the problem though. My only issue with using it to adjust my dies specifically for MY chamber is that I have multiple AR's and I want to make sure my reloads work in all of them. Right now that is more important to me than chasing ultimate accuracy in a particular rig. I understand that it helps with case life also, but I get all the free brass I could ever need and I lose half of it hunting anyway. Unfortunately all the ammo our department buys now a days is primer crimped so that's the only real hassle.
Because this particular batch of brass seems so inconsistant I've already pulled the bullets, but when you resized loaded ammo were you using the full length or neck die? And did you do anything different or just lube and size as normal?
As for your last paragraph, I'm pretty sure I'd have an aneurysm just triying to get all that set up properly!