It would be very epic if he clashes with Shanks just to show how much he has grown. Although, Shanks fighting style (If he is a swordsman) isn't compatible with Luffy. So I'm inclined to say Blackbeard.
Around the moment luffy awakened his coc was when shanks and whitebeard had their sky splitting scene, so it is a given that luffy would also have is sky splitting moment, but with who and when.
At the very beginning of the final stretch of his fight against Kaido. He'll be the last one standing after the other SN have dealt their damage to Kaido, with Zoro having the most devastating attack of them all
''Hey Zoro now that i am pirate king and you are the best swordsman i think it's time for us to finally find out what we wanted to know back in whiskey peak, which of us is stronger.''
Zoro: Ok
Them: Proceed to split the sky.
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