From looking at the top photo, I would say the extractor is bent. There is a gap between the extractor and the barrel lug. On most barrels this is almost non-existant gap. When you look at the groove in the extractor, it looks like there is brass on it. Sign of extractor going into groove in brass and gouging some of the brass, OR having brass dragging on extractor as it is going into the barrel.
Second photo tells a little more story. Brass should go into the barrel and clear just enough for extractor to fit into the groove in the brass. With extractor in like this, the extractor is sitting about .050" or more into the chamber. That is what is holding brass from going in further. If extractor were out all of the way, and brass did not quite go into chamber enough for groove to sit on extractor, that would proove extractor is bent up.
I would place money on bet that someone tried to close this barrel with reloads from 5.56 that were resized without the small base dies. Bulge at the base of the brass from oversize AR or military chamber would not allow case to slide into the TC chamber. Hung brass would keep extractor from going in any further and the force of trying to force close action would bend extractor. Extractor is riding on the frame as action closes.
Removing extractor and straightening should resolve this problem. If sent to TC, they will likely replace the extractor, clean up chamber mouth, and return.
Just my guess from photos and past experience.....
Steve