What's wrong with Remington ammo?
It doesn't work well in my lugers! Failures to feed and eject.
Try several brands of 115 or 124 gr ammo.
Check the Ejector blade that fits through the slot into the bolt, it may be chipped, missing, or short.
It is pretty clear the extractor works, it is holding the shell pretty well in the picture!
At this point, with knowing it is Remington ammo, I'm going to blame the ammo.
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03man(Don Voigt); Luger student and collector.
Looking for DWM side plate: 69 ; Dreyse 1907 pistol K.S. Gendarmerie
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