User blog comment:Monkey D Dragon 0304/Luffy Won't Defeat Katakuri/@comment-24769684-20171217194337

I'm pretty much convinced Luffy is going to beat Katakuri since we know that it's going to directly benefit his growth and the fact that Wano is coming up soon where eventually Luffy will go toe to toe with and defeat Kaido (whether or not he does that by himself is up to debate and speculation, but Kaido's clearly a step ahead of Katakuri). Also, did Lucci ever underestimate Luffy? Katakuri reminds me more of Lucci than any other villain, same attitude and Lucci overpowered Luffy before only to later lose in the face of Luffy's willpower.

Your second point is too heavily based on semantics.

Big Mom's attitude after Sanji feeds her the cake is a pretty big mystery. If the cake allows the Straw Hats to escape her grasp long enough for them to get to Wano, she won't go to Wano and mess with Kaido. She'll probably just leave them for Kaido to deal with.