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Im not sure of this order


Punisher
Daredevil
Batman
Black Widow
Crossbones
Black Panther (No Armor)
Captain America (No Shield)

He clears the first 4 without issues. Crossbones will give him a bit of trouble but he should still win. He loses to BP and Cap, though he will give them a hard time.

T'Challa didn't do much of anything to Bucky when he had no armor, he splits 50/50 with shield less Steve.