Reynolds357, I can imagine the situation that Mr Guffey mentioned, where the extractor won’t allow the rim past it. But that still leaves me with trying to understand how the bolt could close if the rim is still jammed at the extractor. Wouldn’t the case shoulder encounter the end of the chamber and force the case rim past the extractor.
Anyway, if I had the rifle and the problem, i’d try to reduce variables. I’d shoot a few factory rounds. If that went Ok, then the problem lies with the reloads, not the rifle, chamber, or bolt head. I’d throw that powder away, get a new sealed pound, and start over.
Or just take the darn rifle to a different gunsmith. Or put it in the back of the gunsafe and buy a Tikka.