6. Jimmy Connors (2 Wins, 4 Runner-Ups)
Connors is one of the grandest players in tennis history. His fighting spirit and never-say-die attitude carried him to the US Open semifinals at the age of 39.
Connors won his first Wimbledon title at the age of 22, destroying an ageing Ken Rosewall in straight sets. Connors lost to Arthur Ashe in an upset loss the following year, and went on to lose three more finals, the last one very tamely – 1-6, 1-6, 2-6. He was the first player to give Borg a run for his money at Wimbledon.
Borg had won the 1976 Championships without dropping a set. But in the 1977 final, Connors took him to a fifth and looked likely to win before Borg scrambled to a victory. Connors won his second Wimbledon title in an epic clash with countryman McEnroe, beating him in five very tight sets in the 1982 final.
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