Your Browning is not a traditional Winchester design Highwall
The extraction system is different using a moving spring loaded extractor.
Winchester Highwalls have a manual extractor that sits behind the rim and levers out the cartridge.
http://www.wyomingarmory.com/gun-parts.htmlI had one of these in 300 H&H that never worked. I converted it to 300 H&H Flanged (rimmed) and it worked better but still was hard to extract a high pressure cartridge.
That's why the Browning (and the Ruger) have springs.
I have never seen a 100% original Winchester Highwall chambered for a rimless cartridge.