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Yeah, that's kinda the point. He had the monster samurai in front of him. Won with a trick. And... Proceeded to sentence Oden to death... Didn't he wanna die to a monster samurai? Why didn't he face Oden again? Basically it's what @Garp the Fist wrote. Kaido's looking for what he considers a...

Yes, and he still killed Oden like a coward instead of facing him a second time w/o external interference.

True, I had forgotten that. (I wrote as far as I remember for a reason). Still, remember that Kaido had Oden himself in front of him 20 years ago, and he preferred winning with a trick than dying.

As far as I remember this is not really supported in the manga.