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you cannot on your own, but throught the game you usually already are part of a gang or Crime Family, (Such as Toni Cipriani belonging to the Leone family, and CJ belonging to Grove Street) or are a hires gun. In some rare circumstances, (As in Vic of VCS) you become part of a gang (like when Vic becomes a member of the Trailer Park Mafia)but that is part of the storyline, and can not be changed.

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