Personally I don't think this will happen anytime soon.
Shanks and Dragon are very special characters because as soon as Oda wants to hit the readers with something great he pulls them out.
Luffy meeting Shanks has been built up since chapter one and this is not the time or the moment It will happen. It's been said that OP is around 70% done so it makes no sense to make them meet now, they will probably meet in the Final war.
Last of all Kaido has no reason to team up with Kid alliance, the level Shanks and Kaido are on is way above Kid's alliances so they wouldn't really make that big of a difference if Kaido and Shanks fought.
I can see Kid alliance and Straw hats teaming up to beat Kaido tho.
Shanks and Dragon are very special characters because as soon as Oda wants to hit the readers with something great he pulls them out.
Luffy meeting Shanks has been built up since chapter one and this is not the time or the moment It will happen. It's been said that OP is around 70% done so it makes no sense to make them meet now, they will probably meet in the Final war.
Last of all Kaido has no reason to team up with Kid alliance, the level Shanks and Kaido are on is way above Kid's alliances so they wouldn't really make that big of a difference if Kaido and Shanks fought.
I can see Kid alliance and Straw hats teaming up to beat Kaido tho.