Ive struck a very similar issue where fired brass was very hard to extract from chamber, bolt had to be taped rearward to pull out brass from chamber.
The issue was the new barrel had been chambered with a match reamer, which was slightly tighter in the webbing/ case head area. I used brass that had been fired in the old barrel, it chambered fine but super hard to extract after firing in the new chamber.
The smith told me to use brand new brass, and sure enough when i did the problem was fixed.
The area of the case back by the case head that doesn't get sized by the FL die was the issue.
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