H2H data updated: 2026-07-19 14:15 UTC

Ai Sugiyama vs Ann Grossman H2H: 2-1

Ai Sugiyama holds a 2–1 lead over Ann Grossman in their WTA head-to-head. Across 3 main-draw meetings, they are tied 1–1 on hard courts, while Ai Sugiyama leads 1–0 on clay. Most recently, Ai Sugiyama won the 1997 US Open first round 6-7 7-5 6-2.

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Ai Sugiyama
JPN Age 51 Right-Handed 163 cm / 5'4"
H2H
2 – 1
3 main draw meetings
Ann Grossman
USA Age 55 Right-Handed 180 cm / 5'11"

H2H Match Log

DateTournamentCategoryRoundSurfaceWinnerScoreLoserMatch
Aug 27, 1997* US Open Grand Slam R128 Hard Ai Sugiyama #34 6-7 7-5 6-2 Ann Grossman #73 Match data
Apr 2, 1997* Hilton Head WTA 1000 R64 Clay Ai Sugiyama #31 1-6 6-2 6-3 Ann Grossman #81 Match data
Sep 25, 1992* Tokyo Nichirei WTA 250 R32 Hard Ann Grossman #41 6-3 6-1 Ai Sugiyama #217 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
Ai Sugiyama #97 #8 2,400 1,951 411 362 53.2% 0 0 0 4 2 6
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 Ai Sugiyama Ann Grossman
YrW-LWin %RankEloGSTitles YrW-LWin %RankEloGSTitles
16 1992 1–4 20.0% #184 1,477 0 0 1987 0–1 0.0% #378 1,497 0 0
17 1993 3–8 27.3% #145 1,487 0 0 1988 15–12 55.6% #48 1,699 0 0
18 1994 9–11 45.0% #72 1,557 0 0 1989 23–20 53.5% #54 1,736 0 0
19 1995 16–17 48.5% #46 1,691 0 0 1990 23–22 51.1% #50 1,749 0 0
20 1996 22–18 55.0% #28 1,738 0 0 1991 12–19 38.7% #89 1,636 0 0
21 1997 31–25 55.4% #21 1,833 0 1 1992 23–17 57.5% #36 1,734 0 0
22 1998 37–21 63.8% #18 1,859 0 3 1993 30–19 61.2% #35 1,810 0 0
23 1999 27–23 54.0% #24 1,806 0 3 1994 27–21 56.2% #37 1,853 0 0
24 2000 20–24 45.5% #32 1,687 0 3 1995 12–19 38.7% #88 1,681 0 0
25 2001 28–25 52.8% #30 1,720 0 3 1996 10–14 41.7% #72 1,664 0 0
26 2002 35–26 57.4% #24 1,755 0 3 1997 10–17 37.0% #75 1,615 0 0
27 2003 44–25 63.8% #10 1,915 0 5 1998 2–4 33.3% #283 1,595 0 0
28 2004 30–22 57.7% #17 1,802 0 6 — — — — — — —
29 2005 28–27 50.9% #29 1,742 0 6 — — — — — — —
30 2006 28–25 52.8% #26 1,742 0 6 — — — — — — —
31 2007 17–21 44.7% #38 1,632 0 6 — — — — — — —
32 2008 26–21 55.3% #31 1,742 0 6 — — — — — — —
33 2009 9–19 32.1% #97 1,647 0 6 — — — — — — —