H2H data updated: 2026-07-19 02:51 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 second round 6-4 1-6 6-1.

Want to explore more matchups? Advanced rivalry search lets you browse current and historical rivalries, unbeaten records, or every matchup for a player.

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

DateTournamentCategoryRoundSurfaceWinnerScoreLoserMatch
Sep 1, 1994* US Open Grand Slam R64 Hard Ann Grossman #36 6-4 1-6 6-1 Katerina Maleeva #31 Match data
Apr 21, 1994* Barcelona WTA 250 R32 Clay Ann Grossman #38 6-3 7-5 Katerina Maleeva #30 Match data
Nov 6, 1992* Oakland WTA 250 R16 Carpet Katerina Maleeva #14 6-4 4-6 6-3 Ann Grossman #35 Match data
Sep 26, 1992* Tokyo Nichirei WTA 250 R16 Hard Katerina Maleeva #17 6-3 6-1 Ann Grossman #41 Match data
Jun 28, 1991* Wimbledon Grand Slam R64 Grass Katerina Maleeva #11 6-4 6-4 Ann Grossman #63 Match data
Feb 15, 1991* Chicago WTA 250 R16 Carpet Katerina Maleeva #7 6-3 6-1 Ann Grossman #46 Match data
Oct 28, 1988* Indianapolis WTA 250 R16 Hard Katerina Maleeva #14 7-6 4-6 7-6 Ann Grossman #56 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
Katerina Maleeva #456 #6 116 2,070 324 185 63.7% 0 0 0 0 11 11
Ann Grossman #343 #29 384 1,888 187 185 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 1,813 0 2 1987 0–1 0.0% #378 1,497 0 0
17 1986 24–20 54.5% #29 1,838 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 35–16 68.6% #11 1,992 0 5 1990 23–22 51.1% #50 1,749 0 0
20 1989 32–11 74.4% #15 1,940 0 8 1991 12–19 38.7% #89 1,636 0 0
21 1990 47–16 74.6% #6 2,039 0 9 1992 23–17 57.5% #36 1,734 0 0
22 1991 35–16 68.6% #11 1,967 0 10 1993 30–19 61.2% #35 1,810 0 0
23 1992 30–18 62.5% #16 1,906 0 10 1994 27–21 56.2% #37 1,853 0 0
24 1993 28–17 62.2% #22 1,898 0 10 1995 12–19 38.7% #88 1,681 0 0
25 1994 20–16 55.6% #36 1,866 0 11 1996 10–14 41.7% #72 1,664 0 0
26 1995 1–11 8.3% #302 1,679 0 11 1997 10–17 37.0% #75 1,615 0 0
27 1996 5–7 41.7% #231 1,686 0 11 1998 2–4 33.3% #283 1,595 0 0