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You're really diggin' around today, aren't you...?

Let's see...

WW generally over Achilles (though he would likely get good wins when his sense of purpose is clear/non-conflicted).

WW generally over Gamora (though it would be a good fight).

I would *hazzard* to say that Achilles and Gamora would generally break even, with Achilles getting the majority if he has "proper reason" to, and Gamora getting the majority if Achilles is conflicted or she really busts balls-to-the-wall on him.