You do get the sense that the fallout of Roger's death and the Roger pirates disbanding not so much traumatized Buggy and Shanks indifferent ways but instead generated such drastically different reactions to the trauma.
While the trauma of everything seemed to push Shanks into the future, always constantly waiting for something, putting plans on hold and then later in place, for this great moment, this great coming that he sees on the Horizon. For Buggy it rooted him firmly in the past keeping him trapped in this grief masquerading as anger.
While Roger's death forced Shanks to grow up fast, it kind of arrested Buggy's development keeping him stuck in those same feelings, rooted int that same place.
You get the sense that Buggy's whole east blue schtick is just one long overdue rebellious phase one big fuck you to Roger and his ideals. He's rebelling against Roger's principles. One of their rules was don't steal from innocent people and Buggy was keeping a whole town in poverty. If Roger and Luffy's pirating styles are diametrically opposed to someone like Blackbeard, who might be the most literal pirate in the entire series, then buggy is the parody of that Blackbeard piratism. He is playing up cruelty, being the most piratey pirate possible, hell he's literally a clown on a stage. It's all a show! It's his own special way of trying to "get back at Roger" of trying to discard everything Roger taught him for this overacted, over exaggerated clownish cruelty. Mentally he never left that execution square. He is still 15, alone and scared.
Hell he literally never left either, while I'm pretty sure Shanks' booked it out of the east blue as fast as he could, Buggy never lef, might have never left, if not for Luffy. It's part of why Luffy bothers him so much, he's just like Roger everything that Buggy is trying hard to forget and here comes this kid, whose never even met the Captain but is wearing his hat, shoving it right back in his face.
It makes sense that he never leaves the east blue till Luffy literally forces him out of it (fucking with Luffy gets him captured and imprisoned) and it makes sense that it's Luffy that literally breaks him out of prison, literally sets him free, and on the path to greatness that maybe he was always meant to achieve (even if he trips his way into it). This boy that is tragically so much like his old captain but so beautifully unabashedly himself, is what Buggy needs to start letting go off the past, to start trying to move forward.
Maybe that's why Buggy, at what could arguably be described as his lowest moment, gets the strength to free himself from his own self imprisonment, realizing that even back then he was locking himself away and pinning his own dreams on Shanks. And, maybe for the first time ever, Buggy really own his dream. He declares to his tormentors and his crew and the entire world that; actually He wants to find the one piece, him, as captain of his own crew, this crew, not just a part of someone else's. That's his dream and he's willing to turn the world upside down to do it.
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