First round, battle nineteen
Manuel Santana
French Open 1961, 1964 (doubles 1963)
US Open 1965
Wimbledon 1966
Davis Cup final 1965, 1967
World No. 1 1966
Quoted as saying "The grass is just for cows."
Bobby Riggs
Wimbledon 1939 (also doubles)
US Champion 1939, 1941
US Pro Champion 1946, 1947, 1949
Beat Don Budge on pro tour in 1946
World No. 1 1941 (amateur), 1946-47 (pro)
First round, battle twenty
Stan Smith
US Open 1971 (doubles 1968, 1974, 1978, 1980)
Wimbledon 1972 (final 1971)
Australian Open doubles 1970
Masters 1970 (final 1971, 1972)
World No. 1 1971, 1972 (unofficial)
Career titles: 35 + 54 doubles
Gustavo Kuerten
French Open 1997, 2000, 2001
Masters Cup 2000
5 Masters Series titles (Monte Carlo 2, Rome, Hamburg, Cincinnati)
World No. 1 for 43 weeks in 2000 and 2001