He's defeated Wolverine, Taskmaster,T-Ray, Bullseye, and Rhino in a fight. To the best of my knowledge.
He's also managed to to go toe to toe and put up a good fight against Daredevil, Iron-Fist, Luke Cage, The Fantastic Four (all at once), Domino, Cable, Spider-man, Moon-Knight, Captain America.
He's also outsmarted Juggernaunt, and Hulk.
There's also two special cases in which he tricked a brainwashed Captain America by kicking him in the groin, and a case where Gambit paid Deadpool off rather than fight him because he once said that fighting Deadpool was "Tantamount to suicide." Not sure how to categorize that.
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