If this is converted brass, case neck wall thickness is most likely the problem. Without the projectile in the case, the neck is not expanded, so it fits in the gauge, after seating the projectile, the neck is expanded past the point of chambering due to too thick brass. Go to 300blktlk.com and check out "Brass, the good, the bad and the ugly." LC brass is always good to go. Some of the others, not so much.