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He reached a career-high singles ranking of world No. In 1994, he finished third in single ranking for juniors.Philippoussis also finished as junior doubles champion with Ben Ellwood in Australia, Wimbledon, and Italy. In 1995, at the age of 19, he was the youngest player in the year-end top 50.Philippoussis broke a two-year singles-title drought by winning the Shanghai Open in 2003.On 30 November 2003, he defeated Juan Carlos Ferrero of Spain to win the fourth match of the Davis Cup final in Melbourne, securing the title for Australia.Philippoussis said Rafter was ill-informed and upset by the lack of support and understanding from his team-mates.Knee surgeries forced Philippoussis out of Davis Cup until February 2003.During that match, Philippoussis suffered a moderate cartilage tear in his left knee and underwent arthroscopic surgery four days later.
Philippoussis beat Spain's Juan Carlos Ferrero in a 7–5, 6–3, 1–6, 2–6, 6–0 battle.2004 proved a disastrous year in terms of his tennis career and public profile.After shouldering most of the blame for losing Australia's Davis Cup tie with Sweden with an unexpected below-par performance, Philippoussis struggled through to the Wimbledon fourth round in June 2004.After three knee operations and a protracted comeback, Philippoussis avowed a new seriousness to his sport.He made himself available regularly for Davis Cup, hired a new physical trainer, and took up surfing as his new recreation.