[Unclenick]

I think those are drop dents where a falling case landed the edge of its mouth against that of a case that was sitting upright in the bottom of the bin. It's just sloppy handling. Winchester used to be among the best brass from the standpoint of the alloy being long-lived. It may still be. They began moving their brass making from Alton, IL to Oxford, MS in 2010, and I don't think it's been as good since then.

How much you need to worry about it is another matter. A case with a crack is a bit distressing as it may have missed annealing. As to the short grip on the bullet, I wouldn't be concerned. An old rule of thumb with military brass, which is harder, was no more than four or five load cycles in the semi-autos, because of the threat of head separation. A number of match shooters would intentionally trim these back about 0.020" below minimum just so they never had to trim again before they retired the cases. And they still shot match accuracy.