Who has the most career titles in men’s tennis?

John McEnroe won the most titles overall. Jimmy Connors won the most singles titles. Bob and Mike Bryan won 119 doubles titles together.

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Beside above, who has won the most Grand Slam matches?

Novak Djokovic
# Match wins
323 Novak Djokovic
291 Rafael Nadal
233 Jimmy Connors
224 Andre Agassi
Furthermore, has anyone ever won all 4 tennis majors in one year? The Golden Slam, or Golden Grand Slam, is a term created in 1988 when Steffi Graf won all four Grand Slam tournaments and the gold medal in tennis at the Summer Olympics in the same calendar year.

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