My experience is that difficult extraction with steel headed shells is more often encountered with generous chambers than tight ones.
Expansion into extractor grooves is common.
Sharp and narrow extractors as found on many older repeaters does not help either. Nor does a rough chamber.
This is not a problem exclusive to older guns either. Mossberg guns of current manufacture sometimes have problems with steel headed shells right out of the box. I was trapped in a duck blind for a weekend with a friend shooting a brand new 3 1/2" Mossberg and we drove each fired shell out with a stick.
That said, the Herters and other euro brands loaded in Cheddite and Fiocchi hulls run fine in 'most' guns.
My Italian made automatics love the stuff.
