H2H data updated: 2026-07-18 17:48 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 third round 6-4 7-9 6-4.
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USA
Age 81
Right-Handed
185 cm / 6'1"
H2H
1
–
0
1 main draw meetings
RSA
Age 85
Right-Handed
188 cm / 6'2"
H2H Match Log
| Date | Tournament | Category | Round | Surface | Winner | Score | Loser | Match |
|---|---|---|---|---|---|---|---|---|
| Sep 17, 1968* | Los Angeles | ATP 250 | R32 | Hard | Jim Osborne | 6-4 7-9 6-4 | Cliff Drysdale | Match data |
* Estimated match date where the exact historical date is unavailable.
Career Comparison
| Player | Current | Peak | Pts | Elo | W | L | Win % | GS | 1000 | Finals | 500 | 250 | Titles |
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Jim Osborne | #831 | #211 | 0 | 1,817 | 118 | 121 | 49.4% | 0 | 0 | 0 | 0 | 0 | 0 |
| Cliff Drysdale | #423 | #13 | 0 | 2,134 | 402 | 253 | 61.4% | 0 | 0 | 0 | 0 | 8 | 8 |
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 | ||||||||||||
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Yr | W-L | Win % | Rank | Elo | GS | Titles | Yr | W-L | Win % | Rank | Elo | GS | Titles | |
| 23 | 1968 | 35–24 | 59.3% | — | 1,635 | 0 | 0 | — | — | — | — | — | — | — |
| 24 | 1969 | 29–17 | 63.0% | — | 1,745 | 0 | 0 | — | — | — | — | — | — | — |
| 25 | 1970 | 26–29 | 47.3% | — | 1,665 | 0 | 0 | — | — | — | — | — | — | — |
| 26 | 1971 | 15–19 | 44.1% | — | 1,699 | 0 | 0 | — | — | — | — | — | — | — |
| 27 | 1972 | 8–20 | 28.6% | — | 1,517 | 0 | 0 | 1968 | 53–37 | 58.9% | — | 1,675 | 0 | 3 |
| 28 | 1973 | 0–4 | 0.0% | — | 1,494 | 0 | 0 | 1969 | 33–20 | 62.3% | — | 1,782 | 0 | 3 |
| 29 | 1974 | 3–2 | 60.0% | #228 | 1,548 | 0 | 0 | 1970 | 45–25 | 64.3% | — | 1,908 | 0 | 3 |
| 30 | 1975 | 0–1 | 0.0% | #308 | 1,544 | 0 | 0 | 1971 | 76–29 | 72.4% | — | 1,997 | 0 | 6 |
| 31 | 1976 | 2–2 | 50.0% | #211 | 1,571 | 0 | 0 | 1972 | 51–29 | 63.8% | — | 1,935 | 0 | 6 |
| 32 | — | — | — | — | — | — | — | 1973 | 31–23 | 57.4% | #23 | 1,872 | 0 | 6 |
| 33 | 1978 | 0–1 | 0.0% | #465 | 1,569 | 0 | 0 | 1974 | 27–13 | 67.5% | #18 | 1,901 | 0 | 7 |
| 34 | — | — | — | — | — | — | — | 1975 | 32–20 | 61.5% | #36 | 1,827 | 0 | 7 |
| 35 | — | — | — | — | — | — | — | 1976 | 17–13 | 56.7% | #25 | 1,833 | 0 | 7 |
| 36 | 1981 | 0–1 | 0.0% | — | 1,551 | 0 | 0 | 1977 | 17–17 | 50.0% | #27 | 1,870 | 0 | 7 |
| 37 | 1982 | 0–1 | 0.0% | — | 1,538 | 0 | 0 | 1978 | 14–13 | 51.9% | #47 | 1,862 | 0 | 8 |
| 38 | — | — | — | — | — | — | — | 1979 | 5–12 | 29.4% | #217 | 1,710 | 0 | 8 |
| 39 | — | — | — | — | — | — | — | 1980 | 1–2 | 33.3% | #423 | 1,707 | 0 | 8 |