These are quite interesting
First round, battle thirteen
Roy Emerson
Australian Champion 1961, 1963, 1964, 1965, 1966, 1967 (final 1962, doubles 3 times)
US Champion 1961, 1964 (final 1962, doubles four times)
Wimbledon Champion 1964, 1967 (doubles three times)
French Champion 1963, 1967 (final 1962, doubles 1960-65)
Davis Cup 1959-1962, 1964-1967
Amateur World No. 1 1964, 1965, 1967
28 Grand Slam singles and doubles titles, a record for a male player
Pancho Gonzales
US Champion 1948, 1949
Wimbledon doubles Champion 1949
French doubles Champion 1949
US Pro Champion 1953, 1954, 1955, 1956, 1957, 1958, 1959 and 1961 (final 3 times)
Wembley Pro Champion 1950, 1951, 1952 (came back from two sets down), 1956 (final 1953)
US Pro doubles Champion five times
Unofficial World No. 1 1952 and 1954-1960
First round, battle fourteen
Ken Rosewall
Australian Champion 1953, 1955, Open 1971, 1972
French Champion 1953, Open 1968
4 Wimbledon finals
US Champion 1956, Open 1970
Wembley Pro Champion 1957, 1960, 1961, 1962, 1963
French Pro Champion 1958, 1960, 1961, 1962, 1964, 1965, 1966
US Pro Champion 1963, 1965, 1971
Davis Cup 1953, 1955, 1956
World No 1 1960, 1961, 1962, 1963, 1964, 1970. Top 20 from 1952 to 1977.
130 career titles
Jack Crawford
Australian Champion 1931, 1932, 1933, 1935 (doubles 1929, 1930, 1932, 1935)
French Champion 1933 (doubles 1935)
Wimbledon Champion 1933 (doubles 1935)
US Open final 1933 (lost after being 2–1 up to Fred Perry)
World No. 1933