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Look how he was when we see at the begin, he always go for the biggest and important things, he getting Law fruit as example was a major point for him to became stronger. Based on Sengoku we see how he always search for power but when he became the king of Dressrosa, he became lazy for no reason...

Based how he react about Kaido, I can see some plot where he get crushed and "need" to work under Kaido. Doffy is usually a character who not fear anyone, but when it come to Kaido, he shit is pants, kinda give me same Moria vibe. So I can see years ago Doffy get rekt by Kaido or his calamity...