I too ran into brass that would not seat into my Wilson case gage.
The odd thing was that ALL of the cases that wouldn't pass were Lake City!
After researching this, it was determined that all of this brass had to have been fired from an automatic firearm (such as a SAW).
I called RCBS andthe tech there said he'd search through .223 Rem dies till he found one that would seat further down on the brass.
That "new" die worked! I was able to salvage 90% the brass that previously would't fullt seat using gravity's pull NOT pushing them in. Of the 10% that I resized but still wouldn't fit the Wilson .223 Rem OR the case gage, I reloaded them and fired in my Remington 788 .223 Rem bolt action rifle and as a result, all of thosenow pass the Wilson gage test!
I hope that my research helped solve this quandry.