Luffy got pummeled on the roof AFTER a powerup. He then almost drowns and hasn't gotten another powerup in between that time and confronting Kaido again after the Yamato/Kaido fight. This will be Round 3 which is ALOT in the One Piece universe. Would you be happy with Luffy winning here? Or would it be too much of an asspull? I for one would hate it. I think Luffy should definitely lose again, and they should actually have Onigashima crash into the Flower Capital which would in turn raise the stakes on the arc. You can then have Round 4 later down the line when Zoro recovers from the King fight and when Kidd/Law recover from the Big Mom fight. Add Sanji this time and have it be 5 v 1. But Luffy beating Kaido here by himself would be garbage and would ruin the arc for me. He's clearly not ready and having Kaido go down just because we are supposedly nearing the end of the arc would be horrible writing from my POV. If that was Oda's goal then he should have focused more on Luffy's character growth over the shitty Scabbards and their endless panel time. Now it would be the biggest shonen trash. We haven't gotten a Kaido flashback or even a Kidd flashback and Oda is worried about giving significant panel time to Scabbards and little kids with dimi dango marshmallows. Its so frustrating.