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I agree with the reasons presented by Saikou. Plus, there's a chance that The Player could erase Jorgen by making the difficulty easy. Not sure about that one tho. Anyway, Player FRA
Sans would probably not have such a hard time dodging the elemental attacks from Ozpin, but Ozpin's going to have a hard time dodging Sans' danmaku techniques. Sans' soul manipulation would also help him, I believe. However, I'm not a RWBY expert, so I need other opinions on if Ozpin could...
Pyro has flight, can reflect projectiles, and is experienced in taking on groups of people. I can't immediately see an edge for the skelly, so voting for Pyro.
Darkrai has pregoc, mind manip, One Hit Kills, and stats amp if he needs it. Going with Darkrai, unless Nightmare has regen or immo that Darkrai can't get past (he has regen and immo, but the types aren't stated on the page).
How has the Gestalt been taken down before? If Asriel wouldn't be able to do it, Benny may be able to take down Asriel with things like casuality manipultion, although I don't know to what degree he's able to do this. If Asriel can't destroy the Gestalt, Benny may take this with his casuality...
Assuming Mordecai starts in Mike's office and Chica starts on stage, Mordecai may be able to get over his fears that he will immediately feel upon seeing Chica. In my eyes, he will begin to realize he's faced far worse things before. Mordecai may be able to come up with a poetry rap to harm...