There's a dimension issue someplace.
Does a fired case rechamber easily?
Try chambering a resized fired case with its shoulder set back 2 thousandths indexing (twisting) it at different places to chamber it. If the bolt closes easy at one place but harder at all the others, your bolt face may be way out of square.
If the above test doesn't work, blacken that case all over its outside with a black marker, let it dry then try to chamber it. Remove it and see where the black ink's rubbed/scraped off and that'll show where the interference is. Then a solution can be found.
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Former USA Palma Team Member
NRA High Power Long Range High Master
NRA Smallbore Prone Master