Ben Askren into the UFC, then it would be easier for Dana to be accepting of the whole idea, and it would help smooth it over for this to happen. Leaving no stone unturned in the search/test of the planets best fighters.
Khabib's wrestling has shown to be on another level, and may bring more interest to fans and fighters of superior wrestling skills in the UFC. The UFC may need to bring in Ben Askren anyways as a way to end the dominant reign of a fight win streak like Khabib's.
Since Ben would be helping Conor, and to note some of the times when other champions/popular fighters have also got their camp fighters some fights, and also when Conor got Nate paid.
It could happen.