The datum line is a diameter on the shoulder .308 is .400" which you can determine the case head space . So by measuring from the base of the case to the datum line on the shoulder you can determine the case headspace for your rifle. Finding this out will let you know if the cases that you have are size down to much for your rifle (excessive headspace) possibly causing your primer issues
This
Mahalo, things are starting to make more sense to me now. Just watched the video again that Heavies posted earlier "Measure Headspace" and it's easier to relate to it now, since it matters to what I am doing.
Was going to mention that.
Wow, I have a few things to address here. Thanks for the thoughts guys. Lets start with this.The cases with the flattened primers do have a ring approximately 3/8" from the case head. This is only on the cases with the flattened primers. The photo on the right has cases with flattened primer on the right and good primers on the left. Significant?
Ohh, the close ups with the four cases, the case on the right does not have a flattened primer...for comparison.
Looking at the photos, it looks like incipient case head separation on those cases. Looks like you can see some spots on the brass where hot gas has created pin holes through the case. Those cases are suspect, IMHO, don't reuse them for sure. You could take a small paperclip and bend it into a "L" shape to fit into the case mouth and feel the inside wall of the case. You may feel a thinning of the brass in that area.

My theory of what is happening.
Kaleo brass, being prepossessed, is probably sized to maximum, allowing them to fit most chambers. Some cases, may or may not be sized a little too much. Possibly because application of too much lube can push the case shoulder back further than spec. Or the might be just sized to the max allowable, yet still within spec.
As mentioned earlier, Remington chambers are know to be generous. Stacking of tolerances may be contributing to the problem. Everything on it's own is per spec, but if you add maximum sized cases plus a generous chamber might be causing the problem of excessive headspacing.
Try and measure a bunch of the cases and see where they fall within that correct spec. If there is a discrepancy with those numbers, the shortest of the cases might just be the problem.
If you find that the cases are real short in headspace I'd recommend a easier tool to check the cases prior to reloading them
Wilson headspace gage in .308, is a good tool for this, you can just plop the cases into the gage and quickly see if the case is sized too much, too little, or just right. You could then easily weed out those short cases and still use the other brass.