Zoro is gonna have to train a new generation after he beats Mihawk since we know for a fact nobody else is gonna cut it in terms of even killing his boredom. I mean who the fuck is gonna challenge him after he becomes WSS? Law? Tashigi? Fucking Helmeppo?!
If Zoro is retiring as a Pirates EOS at all, I give it a 50/50 chance he either goes back home to hope somebody like him shows up out of the blue again or to Wano to teach Momo and hope he can be a good sparring buddy down the line for him.