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Werdum is simply better than Cain at everything except fight IQ.
Every fight werdum ever lost was because of a mental lapse or bad strategy.
I'd say moreso because Werdum also has plenty of weaknesses, his boxing defence and wrestling during his UFC run for example or a lack of power standing in his Pride run.
In his favour is that he lasted a hell of along time at an elite level and that's going to mean the chances for big wins are more likely to be their for you.