Okay, so I know Bitecofer is controversial, but her theory points to a portion of the population that would actually do this. She proposes the existence of a group of voters called "pure independents" (as opposed to regular independents, who are actually "closet partisans"). These "pure independents" usually are not "swing voters." Instead, they're perpetually dissatisfied voters who vote only out of some kind of sense of civic duty. They break consistently against the in-power party, as long as the out-of-power party can effectively portray the in-power party as incompetent and corrupt, and they do so more and more strongly the longer a party is in power.
So in the hypothetical scenario of Trump attempting to pull a Cleveland, these would be Obama-Romney-Trump-Biden-Trump voters.
I imagine there are quite a few of them in the almighty incumbent-hater that is Montana.
MT went quite strongly for Trump this year