Taking Askin TKO @ 2.38 against Simmons.
I like Simmons, know a few guys that have trained and sparred with him. He's got a decent jab and a fantastic engine, wears guys down slowly with pressure and likes to be on the front foot. However as gutsy and determined as he is, he's rather basic and doesn't exactly have a fantastic defence, happy to eat one to try give 3 in return. That works against domestic guys of a certain level but Askin is above that, generally a level above Simmons in most areas and packs some good power too.
Dickinson managed to negate Simmons' pressure in their fight with superior footwork, not allowing himself to be cut off and picking his shots eventually breaking down and stopping Simmons. I think this could be similar, Simmons forward pressure actually aiding Askin who won't have to go searching for his shots on an elusive target and instead being able to pick Simmons off as he comes in.