I think Robby. He‘s got some serious baggage full of vitriol for the other side. If he avoids any misty water colored memories of the way things were between sam snd him…he wins!
Plus, I just sorta feel the baddies are gonna mop up in the tourney.

I imagine he'd let her win... then get his ass kicked by Tory for it.

I could see that…possibly. Like maybe if she gets hurt early on in the fight. And then he feels bad about it…and then remembers the LaRusso’s taking him in and all that stuff….then he snaps back into Good-Robby and has a letdown, looses focus,…and like you say…. let’s her win.

Then of course Tory goes batshit and chews him out…

But really I think this pairing would be too close to call and could go either way really !!

True! Robby and Sam MIGHT be the two best fighters in the show honestly. I know Miguel, Tory, and Hawk would like a word…but they’re both very very smart fighters.

They really are very smart indeed ! and would always try to outsmart each other for sure. This would be an amazing match I would love to see how it turned out...I say bring it on !