I think he could do it. In fact if they were to ever do it, I think pairing him with Haitch would be perfect. Trips could help him develop his character, although it would more than likely have a comical aspect to it to help offset the impression he made as a heel. I like the fella.
You can't say never - if you do, you must be a newish fan. They said never about Andre and he got great heel heat. But that's going the other way, which is indeed easier. It's much easier to be hated than liked. And look at Undertaker, Kane, Sid Vicious - all started as monster heels and were embraced by fans