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I was going with Wolf having to figure out the Box to beat him.

Pretty much my thoughts exactly. ;)

The Predator can go for either tactic. He has multiple options in each scenario.

He does not need to be killed. He needs to be physically defeated for it to count as a win. A lot of the opponents on this list are immortal after all.

One day an extremely bored ROB tired of giving his combatants easy challenges. Decides to give a true challenge to one of his play things. He tasks Wolf Predator with proving that he is a good a hunter as he claims to be. He gives him the challenge of hunting the most dangerous prey; the horror...