H2H data updated: 2026-09-14 00:00 UTC

Katerina Maleeva vs Ann Grossman H2H: 5-2

Katerina Maleeva holds a 5–2 lead over Ann Grossman in their WTA head-to-head. Across 7 main-draw meetings, Katerina Maleeva leads 2–1 on hard courts and 2–0 on carpet. Most recently, Ann Grossman won the 1994 US Open round of 64 6-4 1-6 6-1.

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Katerina Maleeva
BUL Age 57 Right-Handed 168 cm / 5'6"
H2H
5 – 2
7 main-draw meetings
Ann Grossman
USA Age 55 Right-Handed 180 cm / 5'11"

H2H Match Log

PlayerScorePlayerMatch DataDateRoundTournamentCategorySurface
Ann Grossman #36 6-4 1-6 6-1 Katerina Maleeva #31 Match data Sep 1, 1994* R64 US Open Grand Slam Hard
Ann Grossman #38 6-3 7-5 Katerina Maleeva #30 Match data Apr 21, 1994* R32 Barcelona Tier II → modern equivalent WTA 500 Clay
Katerina Maleeva #14 6-4 4-6 6-3 Ann Grossman #35 Match data Nov 6, 1992* R16 Oakland Tier II → modern equivalent WTA 500 Carpet
Katerina Maleeva #17 6-3 6-1 Ann Grossman #41 Match data Sep 26, 1992* R16 Tokyo Nichirei Tier II → modern equivalent WTA 500 Hard
Katerina Maleeva #11 6-4 6-4 Ann Grossman #63 Match data Jun 28, 1991* R64 Wimbledon Grand Slam Grass
Katerina Maleeva #7 6-3 6-1 Ann Grossman #46 Match data Feb 15, 1991* R16 Chicago Tier II → modern equivalent WTA 500 Carpet
Katerina Maleeva #14 7-6 4-6 7-6 Ann Grossman #56 Match data Oct 28, 1988* R16 Indianapolis WTA 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
Katerina Maleeva #456 #6 116 2,067 326 187 63.5% 0 0 0 0 11 11
Ann Grossman #343 #29 384 1,887 187 185 50.3% 0 0 0 0 0 0

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 Katerina Maleeva Ann Grossman
YrW-LWin %RankEloGSTitles YrW-LWin %RankEloGSTitles
15 1984 2–2 50.0% #93 1,528 0 0 — — — — — — —
16 1985 30–20 60.0% #28 1,814 0 2 1987 0–1 0.0% #378 1,497 0 0
17 1986 24–20 54.5% #29 1,837 0 2 1988 15–12 55.6% #48 1,699 0 0
18 1987 35–15 70.0% #13 1,948 0 4 1989 23–20 53.5% #54 1,736 0 0
19 1988 36–17 67.9% #11 1,989 0 5 1990 23–22 51.1% #50 1,748 0 0
20 1989 32–11 74.4% #15 1,924 0 8 1991 12–19 38.7% #89 1,638 0 0
21 1990 47–16 74.6% #6 2,045 0 9 1992 23–17 57.5% #36 1,733 0 0
22 1991 35–16 68.6% #11 1,968 0 10 1993 30–19 61.2% #35 1,804 0 0
23 1992 31–19 62.0% #16 1,897 0 10 1994 27–21 56.2% #37 1,853 0 0
24 1993 28–17 62.2% #22 1,897 0 10 1995 12–19 38.7% #88 1,681 0 0
25 1994 20–16 55.6% #36 1,865 0 11 1996 10–14 41.7% #72 1,665 0 0
26 1995 1–11 8.3% #302 1,678 0 11 1997 10–17 37.0% #75 1,615 0 0
27 1996 5–7 41.7% #231 1,684 0 11 1998 2–4 33.3% #283 1,595 0 0

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 Katerina Maleeva Ann Grossman
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 %
15 1984 2 1 3 66.7% — — — — — — — — 0 1 1 0.0% — — — — — — — — — — — — — — — — —
16 1985 6 7 13 46.2% 16 7 23 69.6% 3 3 6 50.0% 5 3 8 62.5% 1987 0 1 1 0.0% — — — — — — — — — — — —
17 1986 6 5 11 54.5% 7 5 12 58.3% 2 1 3 66.7% 9 9 18 50.0% 1988 13 11 24 54.2% — — — — — — — — 2 1 3 66.7%
18 1987 13 4 17 76.5% 16 5 21 76.2% 0 1 1 0.0% 6 5 11 54.5% 1989 16 11 27 59.3% 7 6 13 53.8% 0 2 2 0.0% 0 1 1 0.0%
19 1988 22 8 30 73.3% 9 6 15 60.0% 3 1 4 75.0% 2 2 4 50.0% 1990 9 12 21 42.9% 12 7 19 63.2% 1 1 2 50.0% 1 2 3 33.3%
20 1989 19 5 24 79.2% 13 6 19 68.4% — — — — — — — — 1991 4 11 15 26.7% 6 6 12 50.0% 1 1 2 50.0% 1 1 2 50.0%
21 1990 19 6 25 76.0% 15 5 20 75.0% 4 1 5 80.0% 9 4 13 69.2% 1992 15 8 23 65.2% 5 6 11 45.5% — — — — 3 3 6 50.0%
22 1991 23 6 29 79.3% 5 5 10 50.0% 3 1 4 75.0% 4 4 8 50.0% 1993 21 12 33 63.6% 4 3 7 57.1% 1 1 2 50.0% 4 3 7 57.1%
23 1992 14 6 20 70.0% 6 6 12 50.0% 4 1 5 80.0% 7 6 13 53.8% 1994 16 10 26 61.5% 9 7 16 56.3% 2 1 3 66.7% 0 3 3 0.0%
24 1993 11 7 18 61.1% 9 6 15 60.0% 0 1 1 0.0% 8 3 11 72.7% 1995 5 10 15 33.3% 6 8 14 42.9% 1 1 2 50.0% — — — —
25 1994 8 7 15 53.3% 4 4 8 50.0% 0 1 1 0.0% 8 4 12 66.7% 1996 8 9 17 47.1% 2 4 6 33.3% 0 1 1 0.0% — — — —
26 1995 1 4 5 20.0% 0 4 4 0.0% 0 1 1 0.0% 0 2 2 0.0% 1997 3 9 12 25.0% 7 7 14 50.0% 0 1 1 0.0% — — — —
27 1996 2 3 5 40.0% 1 3 4 25.0% — — — — 2 1 3 66.7% 1998 1 2 3 33.3% 1 2 3 33.3% — — — — — — — —
Career — 146 69 215 67.9% 101 62 163 62.0% 19 12 31 61.3% 60 44 104 57.7% — 111 106 217 51.2% 59 56 115 51.3% 6 9 15 40.0% 11 14 25 44.0%

Advanced Statistics Comparison by Age

Seasons are aligned by the age each player spent most of that calendar year. Metrics use eligible main-draw results; point statistics use matches with detailed data. 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 Katerina Maleeva Ann Grossman
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
15 1984 1529 101.1 — — — — +67 — — 33.3% -1.33 — — — +0.05 — — — — — — — — — — — — — — — —
16 1985 1814 134.0 — — — — -111 -26 -204 58.3% +0.36 5–3 (63%) 4–7 (36%) 101.9 +0.01 1987 1497 101.9 — — — — — — — 0.0% -4.00 — — — -0.15
17 1986 1838 143.3 — — — — -45 -31 -198 54.1% +0.50 5–5 (50%) 4–8 (33%) 97.8 -2.35 1988 1699 133.9 — — — — +28 — — 54.1% +0.13 4–3 (57%) 0–5 (0%) 100.1 +0.16
18 1987 1948 160.2 — — — — -21 -10 — 69.8% +1.71 2–6 (25%) 4–6 (40%) 95.2 -0.20 1989 1737 136.2 — — — — +43 -89 — 52.5% +0.05 8–7 (53%) 4–5 (44%) 101.2 -1.22
19 1988 1989 160.1 — — — — +20 -68 -325 63.3% +1.34 10–4 (71%) 5–5 (50%) 101.8 -1.95 1990 1749 136.3 — — — — -12 +8 — 51.0% +0.02 7–7 (50%) 2–4 (33%) — -1.48
20 1989 1925 137.9 — — — — +49 -9 — 69.5% +1.44 7–6 (54%) 4–2 (67%) 97.1 +2.60 1991 1638 126.7 — — — — -16 +89 — 44.3% +0.06 3–7 (30%) 2–6 (25%) 91.9 +0.49
21 1990 2046 166.9 — — — — 0 -25 -291 72.1% +1.66 8–4 (67%) 7–3 (70%) 105.6 -1.83 1992 1733 132.9 — — — — +24 -9 — 52.9% -0.03 6–3 (67%) 6–1 (86%) 108.7 +1.73
22 1991 1969 154.4 — — — — +54 -23 -195 68.2% +1.44 2–7 (22%) 3–7 (30%) 87.8 +4.53 1993 1805 140.5 — — — — +9 -60 — 59.6% +0.62 6–7 (46%) 6–3 (67%) 103.6 +0.77
23 1992 1897 153.5 — — — — +63 -53 -38 60.4% +0.89 6–5 (55%) 4–4 (50%) 97.0 +4.07 1994 1853 146.2 — — — — 0 -73 -249 53.6% -0.01 10–6 (63%) 5–2 (71%) 107.3 -1.02
24 1993 1897 158.4 — — — — +46 -36 — 61.2% +0.84 6–9 (40%) 4–2 (67%) 97.3 +1.03 1995 1681 123.7 — — — — +38 +44 — 40.8% -0.46 4–5 (44%) 3–9 (25%) 92.7 +0.33
25 1994 1866 142.3 — — — — +23 -58 — 54.3% +0.42 5–6 (45%) 3–5 (38%) 94.9 +0.16 1996 1666 130.2 — — — — +49 +8 — 42.9% -0.62 4–4 (50%) 0–2 — -0.99
26 1995 1678 110.1 — — — — +95 +57 — 17.9% -2.39 1–3 (25%) 1–1 — -0.64 1997 1615 123.7 — — — — +26 +98 — 38.6% -1.25 1–4 (20%) 2–2 (50%) 97.1 -0.41
27 1996 1685 133.5 — — — — +100 -3 — 42.3% +0.15 1–1 0–4 (0%) — -0.39 1998 1595 103.2 — — — — +41 +76 — 33.3% -1.58 — 1–0 — +0.11
Career — 2067 158.1 — — — — +17 -28 -205 61.8% +0.97 58–59 (50%) 43–54 (44%) 89.3 +1.00 — 1888 140.3 — — — — +18 +6 -249 49.9% -0.10 53–53 (50%) 31–39 (44%) 99.5 -0.45

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.