It makes a difference.
He will have to focus on more than one enemy.
Please, I don't want to end the hyper of zoro and kaido.
But don't try to force your schedule, because zoro will not come out stronger than kaido, or it will be stronger than kaido, when he will never beat you in 1v1. This is something that will always remain open for the rest until the end of the story, even with luffy pk I will have doubts if he can 1v1 against kaido.