Gonzales prevailed in the round-robin tours until his contract expired in 1961. After briefly retiring, he returned to lose a humiliating first-round match at the U.S. Professional Grass Court Championships. For the next several years he turned his attention to coaching tennis, leading the U.S. Davis Cup team to the finals against Australia in 1963, and tutoring young American players, including Arthur Ashe.
When tennis "opened" in 1968, allowing amateurs to compete with professional players, 40-year-old Gonzales, no longer in the peak of his career, returned to play the major championships. A presence at all the major tournaments that year, he made a good showing but did not win a title. In what was perhaps his last moment in the spotlight, Gonzales won a grueling 112-game match against a player half his age, Charles Pasarell, in the first round of the 1969 Wimbledon tournament. The score stood at 22-24, 1-6, 16-14, 6-3, 11-9 after the five-hour and twelve-minute match—the longest in Wimbledon history. Gonzales continued playing well into his forties, becoming the oldest man to win a tournament, in Iowa, in 1972. He retired two years later, at age 46, and played senior events until the mid-1980s.
After he retired Gonzales joined Ceasers Palace in Las Vegas as a professional coach—a job that he loved, and would keep for nearly two decades. He and Madelyn had married and divorced twice, ending the relationship for good in 1980; between his two marriages to her, he had three others. His sixth and final marriage was to Rita Agassi, sister of the U.S. tennis star Andre Agassi; the couple had a son, Skylar.
Gonzales died of stomach cancer on July 3, 1995. He is survived by eight children—and by his legacy as one of the finest (albeit one of the most difficult) players of mid-twentieth-century tennis.
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