Before.
Cross Guild encounters the Straw Hats before they're landing in Laugh Tale and Mihawk puts himself as Zoro's last obstacle before becoming the right hand man of the Pirate King. Same feeling as Baratie but with Zoro having finally seen the world out there, hence ready to challenge Mihawk again, while also keeping it consistent with the new teacher-student dynamic for the two. Everybody watching this and Luffy not wanting to land on Laugh Tale unless Zoro wins because the World's Strongest Swordsman is the bare minimum for his Pirate King self (as Luffy himself stated).
The only relevant thing about Cross Guild as a threat is Mihawk since he hasn't been defeated yet (another serious versus against Buggy, Crocodile and company would be pointless), and Cross Guild as a threat only makes sense in the race for Pirate King, not after Luffy has become the king of all pirates. Mihawk being linked to Cross Guild, which can't exist as a threat beyond Luffy's reign over piracy (otherwise he wouldn't be reigning it), pretty much points to Zoro versus Mihawk happening before Luffy achieves the title.
Cross Guild encounters the Straw Hats before they're landing in Laugh Tale and Mihawk puts himself as Zoro's last obstacle before becoming the right hand man of the Pirate King. Same feeling as Baratie but with Zoro having finally seen the world out there, hence ready to challenge Mihawk again, while also keeping it consistent with the new teacher-student dynamic for the two. Everybody watching this and Luffy not wanting to land on Laugh Tale unless Zoro wins because the World's Strongest Swordsman is the bare minimum for his Pirate King self (as Luffy himself stated).
The only relevant thing about Cross Guild as a threat is Mihawk since he hasn't been defeated yet (another serious versus against Buggy, Crocodile and company would be pointless), and Cross Guild as a threat only makes sense in the race for Pirate King, not after Luffy has become the king of all pirates. Mihawk being linked to Cross Guild, which can't exist as a threat beyond Luffy's reign over piracy (otherwise he wouldn't be reigning it), pretty much points to Zoro versus Mihawk happening before Luffy achieves the title.
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