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For de Jesús, losing to Durán in their rubber match accelerated his downward spiral. Manny Siaca, who trained de Jesús in the last stages of his career, told the New York Times that de Jesús no longer believed his career could be salvaged. “He felt depressed, that it was the end for him, that he didn't have it anymore.”

In his last fight, de Jesús challenged Saoul Mamby for the WBC super-lightweight title in Bloomington, Minnesota, far away from the bright lights of Las Vegas and New York City, and as chief support to the main event featuring Larry Holmes–Scott LeDoux. On July 7, 1980, Mamby stopped de Jesús in the thirteenth round.

In retirement, de Jesús began making headlines for all the wrong reasons. Long considered a tropical Arcadia after years of travel brochures, celebrity cruises, and sun-washed tourism commercials, Puerto Rico has always had a dark heart at its center. As a hub between South America and the United States, Puerto Rico has been a drug-running stopover for trafficking, with the inevitable tragic consequences. Even now, on the verge of being a failed state, Puerto Rico is suffering from a heroin scourge that has left thousands of lives in tatters. Now adrift among the junkie subculture in Puerto Rico, de Jesús saw his drug habit grow worse. He was arrested during a raid in San Juan and charged with possession of heroin. Then, on November 27, 1980, fueled by a potent combination of heroin and cocaine, de Jesús turned a road-rage incident into a tragedy when he shot and killed an eighteen-year-old after a high-speed chase on an expressway. He was convicted of first-degree murder and sentenced to life in prison. At Rio Piedras State Penitentiary, de Jesús became a preacher, and daily prayer meetings became part of his routine. In 1985, when de Jesús found out that his brother (with whom he shared needles to inject heroin) had died of AIDS, he had himself tested by prison officials. The result was a death sentence: de Jesús tested positive for HIV.

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