15 Years Ago In TIME

Former heavyweight boxing champ Mike Tyson declared bankruptcy last week after earning an estimated $350 million in a controversial career. Even during his glory days, when TIME featured him on its cover, there were signs of trouble ahead.

The real world has recently descended on Tyson in the forms of a famous wife, a flamboyant mother-in-law, a $4.5 million mansion, a parade of luxury cars (including a dinged one worth $180,000 that he tried to give away) and a custody battle that pits the well-cologned manager Bill Cayton against the understated promoter Don King. Last August, once Tyson had all the...

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