You can only put 10 in so I didn't include obvious match ups like Blackbeard against Usopp and so on hehe. I believe Kuzan will betray BB and fight for Shanks. Smoker will later fight with Luffy, just like Garp fought with Roger against Xebec.
There are some interesting connections here. Nami will fight 10th Titanic Captain Bakkin, who will have defeated monkey Monster. Nami is actually alot like Sun Wukong. She has an expanding staff, has a magical cloud she can fly on and is a thief. So Bakkin defeats a monkey and then loses to one. (BTW, I have Weevil against Bonk Punch, but no space for that)
Then there is the Robin/Wolf/Saul one. Wolf defeats Robin's mentor and then loses to Robin. Saul is alive and in Elbaf. He was a Vice Admiral before. Could very well fight for Shanks against the Titanic Giant.
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