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Tommy continued to rule Vice City's criminal world until at least 1992, although his relationship with Ken Rosenberg crippled over time, since he is found in GTA San Andreas, in Fort Carson's Medical Center in rehab, refusing to answer his lawyer's phone calls. Past that, his fate is unknown, but you are probably asking this question because of a certain tag in GTA IV. If that's the case, this is not considered canon as the IV Era universe was made to be entirely different from the III Era one. This is just another easter egg that did very well its job in spawning doubts and questions among players.

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