Taking a look at the way things are right now, based on most recent chapters as well as the recent spoilers for the next chapter. Also, taking into account Oda’s habit of repeating themes or storylines... I’m seeing Zoro get captured while in Wano and during this battle.
When Luffy went to Whole Cake and fought the enraged army, he was pretty wasted. Fought Cracker forever and then got knocked out by Sanji. What happened next? The Enraged army.
Sure, no individual in the army was strong enough to take Luffy 1v1, but there were tons of them and a bunch of them were more than mere fodder. The sight of the full army was enough to cause even the Germa boys to be impressed and to wonder what their collective bounty would be. At the end of the fight, of course Luffy got caught, broke free, and showed Big Mom all that he was willing to do to get a precious crew member back.
Fast forward to Wano.
Zoro is going to have to do something here to shine. Not saying that getting caught and not breaking will be it, but it’s going to be something. At this moment, he’s solo and going up against Kaido’s mid-tier army. Not the waiters, not the pleasures, but the gifters. The level just before Headliners, Toni Roppo, and Allstars. Sure, not any one of them should be able to take Zoro in a 1v1, but there are many of them, Zoro is alone, and he may still be injured from the fight with Killer as well as the attacks from Apoo...
Now, at the same time, Luffy just tipped off Kaido and Big Mom and is currently fleeing the scene with Yamato and the rest of the crew will be scattered and in their own battles leaving Zoro in the middle of it all and all alone. I believe we see one helluva fight scene with Zoro, before he’s overwhelmed and taken hostage. The plan backfires, people die, and this becomes the large scale tragedy that most are predicting will come.
Those that are able to escape refuse to leave the captured behind, but agree that they need to improve before attempting a rescue mission... this gives time for the lurking legend to teach Luffy before trying again with fewer people but a better combat ability.
Admittedly, Zoro swearing that he wouldn’t lose again puts a large hole in this prediction.
But, still would like to hear your thoughts.