I'd check for grit ...around the case holder...or in the threads of the die...something causing the case not to go straight up into the die.
On some presses - there is an adjustment on how the case fits into that resizing station...
but a little grit in there...can cause it to wobble a little and jam .../ or if your press isn't really solid on the bench ...it doesn't take much to get the case to wobble..which is probably what is causing the issue.
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