I've always said that if Oda can justify it in the story, I'm always willing to believe it.
Giving Zoro his fight against King (i.e. not stepping on Luffy's toes) and connecting Zoro to Shimotsuki were 2 things I've always believed in, but I needed to see them happen first before I could commit to believing in ZKK or anything like it. Primarily because Luffy beating Kaido is now nearly a 400 chapter plotline.
Remember guys, like many of you here Zoro is my favorite character. I just need logical justifications for how certain things can work, all while not shitting on the main characters own accomplishments