I'm having trouble understanding your thought process wrt your extraction issue. I dont think headspace on a rimmed low pressure straight-wall shell (shotgun hull) can cause the issues encountered on other cartridges (eg brass case, bottleneck, high pressure).
I would expect the primary function of the shotgun rim is to immobilize the shell such that the firing pin can act. Additionally, the rim aids in extraction and ejection. In your case, the gun fires, inferring sufficient firing pin protrusion.
Still dont understand your trumpet comment. Are you saying there is a radius that has formed at the rim/base juncture? If so, is it due to firing, or is it present on virgin shells.