Very impressive. I would kill to have a field like yours to hunt. I love Bone Tools, Beads, Pendants, and the like and your field is just loaded with those items. You are one very lucky man.
I'm not sure Larson, but knowing that root likely when straight up into the upper jaw, that thing sure had to slant backward when the mouth was closed.
This is a saber tooth tiger fossilized skull reportedly from the Chamberlain area a friend of mine picked up at a rummage sale in an artifacts collection a while back. I am not sure what the other fossilized skull is.
Considering the way the saber tooth lays, my guess is yours could be from a large cat.
I'd say it is a bears tooth since it is just like the ones I have in this picture at the top on bothe sides. Both of those are grizzly bear teeth according to the vet that ID'ed them for me.