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Honestly, Doflamingo might have just not have had the "Personality" To unlock advanced Haki. . We shouldn't let how Luffy unlocked them fool us into thinking that anyone in the YC range can do it too, he may unlock Ryou since it's barely any harder to unlock than basic Haki. But anything more...

Seeing how he reacted to Tsuru I think he just never tried to "surpass" his own limits. All of his crew were recruited before becoming the King of Dressrossa, and after he became the King Of Dressrossa, he just stopped recruiting and honestly it feels like a lot of his executives became...