H2H data updated: 2026-09-03 00:00 UTC

Jim Osborne vs Cliff Drysdale H2H: 1-0

Jim Osborne holds a 1–0 lead over Cliff Drysdale in their ATP head-to-head. Across 1 main-draw meeting, Jim Osborne leads 1–0 on hard courts. Most recently, Jim Osborne won the 1968 Los Angeles Open round of 32 6-4 7-9 6-4.

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Jim Osborne
USA Age 81 Right-Handed 185 cm / 6'1"
H2H
1 – 0
1 main draw meetings
Cliff Drysdale
RSA Age 85 Right-Handed 188 cm / 6'2"

H2H Match Log

PlayerScorePlayerMatch DataDateRoundTournamentCategorySurface
Jim Osborne 6-4 7-9 6-4 Cliff Drysdale Match data Sep 17, 1968* R32 Los Angeles Open ATP 250 Hard

Estimated match date where the exact historical date is unavailable. Arrows show an edition's recorded category and documented modern equivalent; unresolved editions keep their recorded category. Asterisked totals include editions mapped from documented historical predecessor categories. Mapping details.

Career Comparison

Player Current Peak Pts Elo W L Win % GS 1000 including documented historical predecessor categories Finals 500 including documented historical predecessor categories 250 including documented historical predecessor categories Titles
Jim Osborne #831 #211 0 1,811 118 121 49.4% 0 0 0 0 0 0
Cliff Drysdale #423 #13 0 2,135 397 251 61.3% 0 0 0 0 6 6

Career Progression by Age

Seasons are aligned by the age each player spent most of that calendar year. GS and Titles are cumulative career totals through that season.

Age Jim Osborne Cliff Drysdale
YrW-LWin %RankEloGSTitles YrW-LWin %RankEloGSTitles
23 1968 35–24 59.3% — 1,634 0 0 — — — — — — —
24 1969 29–17 63.0% — 1,743 0 0 — — — — — — —
25 1970 26–29 47.3% — 1,665 0 0 — — — — — — —
26 1971 15–19 44.1% — 1,717 0 0 — — — — — — —
27 1972 8–20 28.6% — 1,525 0 0 1968 53–37 58.9% — 1,674 0 1
28 1973 0–4 0.0% — 1,500 0 0 1969 33–20 62.3% — 1,782 0 1
29 1974 3–2 60.0% #228 1,553 0 0 1970 45–25 64.3% — 1,911 0 1
30 1975 0–1 0.0% #308 1,550 0 0 1971 76–29 72.4% — 1,992 0 4
31 1976 2–2 50.0% #211 1,575 0 0 1972 51–29 63.8% — 1,937 0 4
32 — — — — — — — 1973 31–23 57.4% #23 1,882 0 4
33 1978 0–1 0.0% #465 1,573 0 0 1974 24–12 66.7% #18 1,900 0 5
34 — — — — — — — 1975 30–19 61.2% #36 1,816 0 5
35 — — — — — — — 1976 17–13 56.7% #25 1,831 0 5
36 1981 0–1 0.0% — 1,555 0 0 1977 17–17 50.0% #27 1,880 0 5
37 1982 0–1 0.0% — 1,542 0 0 1978 14–13 51.9% #47 1,869 0 6
38 — — — — — — — 1979 5–12 29.4% #217 1,715 0 6
39 — — — — — — — 1980 1–2 33.3% #423 1,712 0 6

Surface Results by Age

Seasons are aligned by the age each player spent most of that calendar year. Results cover completed main-draw matches. Bold green marks the higher win percentage when both players have at least 5 matches on that surface at the aligned age.

Age Jim Osborne Cliff Drysdale
Yr HardClayGrassCarpet Yr HardClayGrassCarpet
W L M Win % W L M Win % W L M Win % W L M Win % W L M Win % W L M Win % W L M Win % W L M Win %
23 1968 19 12 31 61.3% 4 3 7 57.1% 11 8 19 57.9% 1 1 2 50.0% — — — — — — — — — — — — — — — — —
24 1969 8 5 13 61.5% 7 4 11 63.6% 8 5 13 61.5% 6 3 9 66.7% — — — — — — — — — — — — — — — — —
25 1970 16 12 28 57.1% 5 8 13 38.5% 4 5 9 44.4% 1 4 5 20.0% — — — — — — — — — — — — — — — — —
26 1971 7 10 17 41.2% 2 4 6 33.3% 4 2 6 66.7% 2 3 5 40.0% — — — — — — — — — — — — — — — — —
27 1972 3 6 9 33.3% 1 5 6 16.7% 0 3 3 0.0% 4 6 10 40.0% 1968 6 10 16 37.5% 12 4 16 75.0% 13 6 19 68.4% 22 17 39 56.4%
28 1973 0 4 4 0.0% — — — — — — — — — — — — 1969 8 3 11 72.7% 19 9 28 67.9% 6 4 10 60.0% 0 4 4 0.0%
29 1974 1 1 2 50.0% — — — — — — — — 2 1 3 66.7% 1970 16 8 24 66.7% 8 4 12 66.7% 14 7 21 66.7% 7 6 13 53.8%
30 1975 0 1 1 0.0% — — — — — — — — — — — — 1971 25 8 33 75.8% 20 7 27 74.1% 11 3 14 78.6% 20 11 31 64.5%
31 1976 1 1 2 50.0% — — — — — — — — 1 1 2 50.0% 1972 18 8 26 69.2% 9 5 14 64.3% 3 1 4 75.0% 21 15 36 58.3%
32 — — — — — — — — — — — — — — — — — 1973 9 7 16 56.3% 12 6 18 66.7% 4 3 7 57.1% 6 7 13 46.2%
33 1978 0 1 1 0.0% — — — — — — — — — — — — 1974 9 4 13 69.2% 2 1 3 66.7% 2 1 3 66.7% 11 6 17 64.7%
34 — — — — — — — — — — — — — — — — — 1975 6 4 10 60.0% 11 7 18 61.1% — — — — 13 8 21 61.9%
35 — — — — — — — — — — — — — — — — — 1976 5 3 8 62.5% 4 3 7 57.1% 1 1 2 50.0% 7 6 13 53.8%
36 1981 0 1 1 0.0% — — — — — — — — — — — — 1977 5 5 10 50.0% 0 1 1 0.0% 2 1 3 66.7% 10 10 20 50.0%
37 1982 0 1 1 0.0% — — — — — — — — — — — — 1978 1 3 4 25.0% — — — — — — — — 13 10 23 56.5%
38 — — — — — — — — — — — — — — — — — 1979 3 5 8 37.5% 1 1 2 50.0% 1 2 3 33.3% 0 4 4 0.0%
39 — — — — — — — — — — — — — — — — — 1980 — — — — — — — — 1 1 2 50.0% 0 1 1 0.0%
Career — 55 55 110 50.0% 19 24 43 44.2% 27 23 50 54.0% 17 19 36 47.2% — 111 68 179 62.0% 98 48 146 67.1% 58 30 88 65.9% 130 105 235 55.3%

Advanced Statistics Comparison by Age

Seasons are aligned by the age each player spent most of that calendar year. Metrics are precomputed from eligible main-draw results; point-stat values use the available detailed sample. Bold green marks the stronger value when both underlying samples are sufficient. Lower is better for Schedule because a negative value means a tougher schedule. Career Schedule is normalized per 100 matches.

Age Jim Osborne Cliff Drysdale
Yr Elo P+ Serve+ Return+ PD TPW% Hard Elo Clay Elo Grass Elo Set Win % Set Margin Dec. Set Tiebreak Pressure+ Schedule Yr Elo P+ Serve+ Return+ PD TPW% Hard Elo Clay Elo Grass Elo Set Win % Set Margin Dec. Set Tiebreak Pressure+ Schedule
23 1968 1634 115.0 — — — — +72 -103 -46 57.0% +0.47 7–9 (44%) — — -0.30 — — — — — — — — — — — — — — — —
24 1969 1744 126.2 — — — — +78 -107 -67 58.3% +0.69 8–2 (80%) — — +1.41 — — — — — — — — — — — — — — — —
25 1970 1665 122.6 — — — — +52 -115 +4 46.3% -0.07 9–10 (47%) 4–3 (57%) — +2.54 — — — — — — — — — — — — — — — —
26 1971 1717 116.9 — — — — -83 -182 +67 49.3% -0.23 1–3 (25%) 9–7 (56%) — +0.99 — — — — — — — — — — — — — — — —
27 1972 1525 122.7 — — — — +64 -28 +142 38.9% -0.29 1–10 (9%) 1–12 (8%) — +1.15 1968 1675 114.3 — — — — -176 +56 +81 58.1% +0.92 13–19 (41%) — — +0.91
28 1973 1501 104.3 — — — — +40 — — 11.1% -1.67 0–1 1–2 (33%) — -0.09 1969 1782 128.9 — — — — -122 +107 -9 59.8% +0.44 8–7 (53%) — — -0.64
29 1974 1553 112.6 — — — — +29 — — 58.3% +0.42 1–1 2–1 (67%) — +0.21 1970 1912 140.6 — — — — +41 -52 -103 60.3% +0.51 10–8 (56%) 6–2 (75%) — -4.84
30 1975 1550 104.5 — — — — — — — 0.0% -3.00 — — — -0.16 1971 1992 155.5 — — — — +24 +4 -33 65.8% +0.98 23–14 (62%) 20–17 (54%) — -7.28
31 1976 1576 112.5 — — — — +12 — — 50.0% +0.17 2–2 (50%) — — -0.11 1972 1938 158.1 — — — — +12 +53 +26 60.4% +0.73 9–7 (56%) 7–14 (33%) — -6.24
32 — — — — — — — — — — — — — — — — 1973 1882 141.7 — — — — +19 +74 +25 58.7% +0.63 6–2 (75%) 6–6 (50%) — -2.42
33 1978 1574 109.5 — — — — — — — 0.0% -3.50 — — — -0.24 1974 1900 147.0 — — — — +26 +50 +12 64.3% +1.12 4–3 (57%) 0–1 — -2.22
34 — — — — — — — — — — — — — — — — 1975 1817 135.6 — — — — +37 +49 — 57.9% +0.41 11–8 (58%) 8–4 (67%) — +0.26
35 — — — — — — — — — — — — — — — — 1976 1832 148.0 — — — — +51 +32 — 52.2% +0.36 5–2 (71%) 4–6 (40%) — -1.10
36 1981 1556 95.7 — — — — — — — 0.0% -3.00 — — — +0.19 1977 1880 157.3 — — — — +19 — +12 48.2% -0.18 7–3 (70%) 7–3 (70%) — -4.71
37 1982 1543 98.8 — — — — — — — 0.0% -3.50 — — — +0.07 1978 1869 151.0 — — — — -9 — — 50.0% +0.36 5–3 (63%) 1–7 (13%) — -2.21
38 — — — — — — — — — — — — — — — — 1979 1715 125.5 — — — — +36 — +122 32.4% -0.73 0–2 2–4 (33%) — -1.22
39 — — — — — — — — — — — — — — — — 1980 1712 110.1 — — — — — — — 36.4% -1.45 1–1 2–0 — -0.40
Career — 1812 123.5 — — — — +39 -108 -18 49.9% +0.11 29–38 (43%) 17–25 (40%) 93.8 +2.40 — 2135 149.3 — — — — -8 +47 -5 58.6% +0.60 102–79 (56%) 63–64 (50%) 100.2 -5.02

Career Rivalries

Each player's five most-played main-draw opponents. The current matchup is highlighted when it appears in a player's top five.