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I had a similar issue and believe it or not, I was bumping back the shoulder too much and the extractor was not able to grab the rim.
The round would fire, the case would stay in the chamber, and I would have to knock it out with a cleaning rod.
I came to the conclusion that I could not use LC brass as no matter how much I resized, it would not drop in my case gauge.
This may not be your exact issue but keep it in mind.
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