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I loaded up 50 with Sierra Varminter 55 grain SPT bullets.
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I didn't put much of a crimp on the bullet - should I have?NO!
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Those two are the main reasons for the failure to chamber. A
non cannelured bullet and the attempt to crimp said bullet with a roll crimp type die. Add to that the failure to check the case length
after resizing. You can't get a uniform crimp
without uniform case length.
The shoulder is clearly bulged, it will never chamber like that. A body die would solve the problems with any loaded shell that has a bulged shoulder.
Quit crimping .223, it is unnecessary. As long as your case neck tension is enough to hold your bullet, you need no crimp.