This whole "I want to die thing" schtick doesn't make any sense anymore after he created an alliance with Big Mom. Their sole purpose is to participate in the final war, take the ancient weapons, and destroy everything. He does NOT want to die before all of this happens. He has his priorities straight - at least try to give him credit for that.
But let's pretend this is Two Piece and Kaido wants to die before all of this happens. It is a stupid game plan on his part to take blows from individuals who he doesn't really know. It's an intimidation tactic, sure. It scares the common folks. But not top tiers. Any top tier would salivate towards the idea of having a free hit. And having that free hit done by legitimate hax folks? Dumbest thing you could ever do.
I will say this though. Kaido's way of fighting is cool to me. I wouldn't like all top tier characters to fight the same old fashion anyway. I wouldn't have it any other way.