It appears you have a non-carbide die I the loop.
FWIW, I came home with a set without a carbide sizer about 40 years ago, and resizing brass fired in my SBH was an athletic event to say the least. Large chamber dimensions, loads were even hotter at that time, and I practically needed to clear the floor pumping the handle.
Still the case.
I use a carbide die to get over size brass under control, and the old sizing die to bring it to a point where I can drop the round in any of my .44's.