H2H data updated: 2026-09-05 00:00 UTC

Darren Cahill vs Paul Annacone H2H: 0-2

Paul Annacone holds a 2–0 lead over Darren Cahill in their ATP head-to-head. Across 2 main-draw meetings, Paul Annacone leads 1–0 on carpet and 1–0 on hard courts. Most recently, Paul Annacone won the 1988 Stratton Mountain semifinal 6-4 6-3.

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Darren Cahill
AUS Age 60 Right-Handed 185 cm / 6'1"
H2H
0 – 2
2 main draw meetings
Paul Annacone
USA Age 63 Right-Handed 185 cm / 6'1"

H2H Match Log

PlayerScorePlayerMatch DataDateRoundTournamentCategorySurface
Paul Annacone #48 6-4 6-3 Darren Cahill #35 Match data Jul 30, 1988* SF Stratton Mountain ATP 250 Hard
Paul Annacone #36 6-4 6-2 Darren Cahill #83 Match data Oct 24, 1987* R16 Tokyo Indoor ATP 250 Carpet

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
Darren Cahill #538 #22 823 1,889 132 116 53.2% 0 0 0 0 2 2
Paul Annacone #1,209 #12 430 1,942 160 131 55.0% 0 0 0 0 3 3

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 Darren Cahill Paul Annacone
YrW-LWin %RankEloGSTitles YrW-LWin %RankEloGSTitles
18 1984 2–4 33.3% #268 1,502 0 0 — — — — — — —
19 1985 11–12 47.8% #132 1,578 0 0 1982 0–1 0.0% — 1,491 0 0
20 1986 5–6 45.5% #137 1,549 0 0 1983 5–5 50.0% #389 1,533 0 0
21 1987 17–18 48.6% #82 1,660 0 0 1984 8–9 47.1% #94 1,584 0 0
22 1988 32–23 58.2% #27 1,768 0 1 1985 45–19 70.3% #13 1,883 0 2
23 1989 23–19 54.8% #53 1,756 0 1 1986 18–16 52.9% #43 1,782 0 2
24 1990 22–19 53.7% #57 1,820 0 1 1987 29–20 59.2% #32 1,824 0 2
25 1991 15–6 71.4% #91 1,868 0 2 1988 25–18 58.1% #38 1,784 0 2
26 — — — — — — — 1989 17–18 48.6% #65 1,732 0 3
27 — — — — — — — 1990 10–17 37.0% #165 1,650 0 3
28 1994 5–9 35.7% #192 1,772 0 2 1991 2–3 40.0% #433 1,641 0 3
29 — — — — — — — 1992 1–4 20.0% #225 1,597 0 3
30 — — — — — — — 1993 0–1 0.0% #813 1,584 0 3

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 Darren Cahill Paul Annacone
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 %
18 1984 — — — — — — — — 2 3 5 40.0% 0 1 1 0.0% — — — — — — — — — — — — — — — — —
19 1985 1 1 2 50.0% 7 5 12 58.3% 2 4 6 33.3% 1 2 3 33.3% 1982 0 1 1 0.0% — — — — — — — — — — — —
20 1986 1 2 3 33.3% 2 2 4 50.0% 2 2 4 50.0% — — — — 1983 2 1 3 66.7% 1 2 3 33.3% 2 1 3 66.7% 0 1 1 0.0%
21 1987 8 7 15 53.3% 8 4 12 66.7% 0 4 4 0.0% 1 3 4 25.0% 1984 2 5 7 28.6% — — — — 6 4 10 60.0% — — — —
22 1988 17 11 28 60.7% 8 6 14 57.1% 7 3 10 70.0% 0 3 3 0.0% 1985 18 7 25 72.0% 0 1 1 0.0% 7 4 11 63.6% 20 7 27 74.1%
23 1989 12 10 22 54.5% 4 4 8 50.0% 1 2 3 33.3% 6 3 9 66.7% 1986 4 7 11 36.4% — — — — 4 2 6 66.7% 10 7 17 58.8%
24 1990 13 10 23 56.5% 0 1 1 0.0% 6 3 9 66.7% 3 5 8 37.5% 1987 12 10 22 54.5% 4 2 6 66.7% 6 3 9 66.7% 7 5 12 58.3%
25 1991 9 5 14 64.3% — — — — — — — — 6 1 7 85.7% 1988 12 10 22 54.5% 2 2 4 50.0% 5 2 7 71.4% 6 4 10 60.0%
26 — — — — — — — — — — — — — — — — — 1989 3 10 13 23.1% 0 1 1 0.0% 6 3 9 66.7% 8 4 12 66.7%
27 — — — — — — — — — — — — — — — — — 1990 5 10 15 33.3% — — — — 1 3 4 25.0% 4 4 8 50.0%
28 1994 4 6 10 40.0% 0 1 1 0.0% 1 1 2 50.0% 0 1 1 0.0% 1991 1 2 3 33.3% — — — — 1 1 2 50.0% — — — —
29 — — — — — — — — — — — — — — — — — 1992 0 2 2 0.0% — — — — 1 1 2 50.0% 0 1 1 0.0%
30 — — — — — — — — — — — — — — — — — 1993 — — — — — — — — — — — — 0 1 1 0.0%
Career — 65 52 117 55.6% 29 23 52 55.8% 21 22 43 48.8% 17 19 36 47.2% — 59 65 124 47.6% 7 8 15 46.7% 39 24 63 61.9% 55 34 89 61.8%

Performance Progression by Age

Seasons are aligned by the age each player spent most of that calendar year. Detailed serve and return statistics available for 34/35 of Darren Cahill's and 9/11 of Paul Annacone's main draw matches. Sample is shown as matches with detailed serve and return statistics / total main draw matches. Bold green marks the stronger value when both stat samples contain at least 5 matches; lower is better for DFs/M.

Age Darren Cahill Paul Annacone
Yr Sample Aces/M DFs/M 1st Sv% 1st Pts% 2nd Pts% BP Saved% BP Conv% Svc Pts% Ret Pts% Yr Sample Aces/M DFs/M 1st Sv% 1st Pts% 2nd Pts% BP Saved% BP Conv% Svc Pts% Ret Pts%
25 1991 20/21 4.1 2.9 59.5% 73.6% 52.5% 55.6% 42.2% 65.0% 41.0% — —/— — — — — — — — — —
28 1994 14/14 3.3 3.1 59.2% 68.9% 47.3% 52.8% 43.8% 60.2% 37.6% 1991 3/5 2.7 4.3 58.4% 65.0% 48.4% 58.9% 37.5% 58.0% 28.9%
29 — —/— — — — — — — — — — 1992 5/5 12.8 9.4 52.7% 72.1% 45.4% 59.5% 48.1% 59.4% 35.5%
30 — —/— — — — — — — — — — 1993 1/1 4.0 3.0 61.7% 75.9% 38.9% 0.0% 0.0% 61.7% 25.5%
Career — 34/248 3.8 3.0 59.4% 71.7% 50.4% 54.4% 42.9% 63.0% 39.6% — 9/291 8.4 7.0 55.6% 70.1% 45.7% 52.7% 39.2% 59.2% 32.2%

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 Darren Cahill Paul Annacone
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
18 1984 1503 101.4 — — — — — — +36 33.3% -0.78 2–1 (67%) 2–5 (29%) 100.2 +0.41 — — — — — — — — — — — — — — — —
19 1985 1579 119.7 — — — — -42 +39 -36 44.4% -0.25 6–1 (86%) 2–3 (40%) 106.7 +1.37 1982 1492 100.7 — — — — — — — 0.0% -2.50 — — — -0.01
20 1986 1549 104.9 — — — — -32 +66 -4 43.3% -0.53 1–1 3–1 (75%) — +1.42 1983 1534 110.6 — — — — +27 -19 +42 50.0% -0.04 2–2 (50%) 5–5 (50%) 101.8 +1.07
21 1987 1660 131.0 — — — — -40 +62 -197 48.4% -0.23 7–6 (54%) 7–7 (50%) 102.4 +1.36 1984 1584 121.3 — — — — -44 — +79 46.8% -0.23 2–1 (67%) 9–4 (69%) 103.3 +0.74
22 1988 1769 143.6 — — — — -66 -3 -129 55.3% +0.54 10–8 (56%) 11–14 (44%) 101.9 -1.01 1985 1883 150.0 — — — — +31 — -175 59.4% +0.45 18–5 (78%) 22–16 (58%) 112.6 +0.51
23 1989 1756 135.5 — — — — -3 +10 -122 51.7% +0.11 10–5 (67%) 11–7 (61%) 107.4 +0.31 1986 1783 144.2 — — — — +8 — -28 51.1% +0.27 7–7 (50%) 4–8 (33%) 94.1 -1.82
24 1990 1820 148.2 — — — — -2 — -130 53.3% +0.28 6–10 (38%) 7–8 (47%) 95.9 -2.15 1987 1824 150.8 — — — — +2 -239 -27 58.2% +0.46 8–9 (47%) 11–12 (48%) 98.8 -3.01
25 1991 1869 142.3 +3.05 +1.72 1.173 52.8% +4 — — 62.5% +0.71 7–2 (78%) 4–4 (50%) 106.6 +0.06 1988 1785 136.2 — — — — -6 -161 +14 56.0% +0.35 6–7 (46%) 5–6 (45%) 97.2 -0.06
26 — — — — — — — — — — — — — — — — 1989 1732 134.3 — — — — -17 — +69 49.5% +0.32 6–7 (46%) 4–14 (22%) 91.3 -0.38
27 — — — — — — — — — — — — — — — — 1990 1651 127.7 — — — — +8 — +106 44.7% -0.20 3–9 (25%) 7–10 (41%) 91.3 -0.79
28 1994 1772 133.1 -0.61 +1.03 0.946 49.2% +15 — — 41.7% -0.56 2–4 (33%) 3–2 (60%) 95.6 -1.33 1991 1641 101.3 -0.79 -2.06 0.687 45.5% — — — 40.0% -1.00 2–0 2–0 — +0.29
29 — — — — — — — — — — — — — — — — 1992 1598 102.6 -0.71 -1.39 0.874 47.9% +11 — — 40.0% -0.73 1–4 (20%) 3–2 (60%) 94.9 -0.03
30 — — — — — — — — — — — — — — — — 1993 1585 100.6 -3.42 +1.40 0.666 42.9% — — — 0.0% -3.00 — — — 0.00
Career — 1889 142.3 +1.54 +1.44 1.072 51.3% -20 +30 -89 51.1% +0.11 51–38 (57%) 50–51 (50%) 106.4 +0.18 — 1942 144.9 -1.04 -1.30 0.788 46.6% +6 -164 -5 53.1% +0.22 55–51 (52%) 72–77 (48%) 97.0 -1.22

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.