I think Cain has more of a chance against JDS than most think, but if he loses again, he will be stuck where a lot of fighters are. He will still beat most HW's but being 0-2 against the champ makes it hard to make a case for a third shot no matter how big of a run he went on.
He could drop to LHW and see how he does there. He would instantly become a contender and if he looks anything like he did at HW he will be a force to be reckoned with.
He could stay at HW and hope Junior loses the belt and have another crack at it.
Also have to take into account where Cormier lands in all of this as well as they have made it clear that they will not fight each other.
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If Cain loses, it'll probably work like:-
Cain Vs Cawin/Nelson.
Cain Vs Nog/Struve/Werdum or something.
Cain Vs Overeem (if he loses).
A sreak like that = another title shot. HW has fuuuuuuuk all proper competitors.