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In the end, after hearing from Brandon, the man whose life he had ruined by killing him and his loved ones during his FaceHeel Turn, that he has always considered Harry as his best friend and can never kill him no matter what he has done, Harry breaks down and apologizes to Brandon.
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which just so happens to be Maria Asagi, Big Daddy's wife, and their pre-teen daughter, Mika Asagi.
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His cruelty eventually extends to the goal of killing off anyone and anything related to Big Daddy. To further cement his grip on the Syndicate, he created the Big Four: Bob Poundmax, Bunji Kugashira, Bear Walken, and Balladbird Lee, as his elite squad and bodyguards, along with using the fruits of the Necrolization Project's labors, the Orgmen, to rule the city of Billion with an iron fist. Still not satisfied with the results, he kills Big Daddy in the anime and in the video game, has Big Daddy subjected to the early experiments with the latest in necro-rise technology, mutating him into a tortured, mindless abomination. Shocked and appalled at Brandon's refusal (and being punched in the face for even suggesting such a thing), Harry pulls a gun on Brandon and murders him, which led to the birth of "Beyond the Grave". He reasons that if Big Daddy is out of the picture permanently, then Maria would be rightfully Brandon's wife. Harry presents Brandon with a plan: kill their boss, Big Daddy, thus assuming control of the entire Syndicate as the new leader. Over the years he began to forget what was truly important-friendship-and a rift began to form between him and Brandon which would only grow deeper. He does, but it still wasn't enough for him to make it to the top. He joins Millenion with Brandon in tow, seeing it as an opportunity to gain fame, power and fortune. He practically wanted to own the stars themselves.
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He wanted to be free and to have the power to give what he wants, and take what he wanted. A smooth talker, he had many lofty ambitions.
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Harry was never a completely nice individual. The boss of Millenion who used to be Brandon's closest friend, but. "Fall Brandon, down into the darkness and the grave that suits you so well."