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

Lisa Raymond vs Lilia Osterloh H2H: 3-1

Lisa Raymond holds a 3–1 lead over Lilia Osterloh in their WTA head-to-head. Across 4 main-draw meetings, Lisa Raymond leads 2–1 on hard courts and 1–0 on carpet. Most recently, Lisa Raymond won the 2005 Los Angeles round of 64 6-0 6-2.

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Lisa Raymond
USA Age 53 Right-Handed 165 cm / 5'5"
H2H
3 – 1
4 main-draw meetings
Lilia Osterloh
USA Age 48 Right-Handed 170 cm / 5'7"

H2H Match Log

PlayerScorePlayerMatch DataDateRoundTournamentCategorySurface
Lisa Raymond #45 6-0 6-2 Lilia Osterloh #166 Match data Aug 10, 2005* R64 Los Angeles Tier II → modern equivalent WTA 500 Hard
Lisa Raymond #32 2-6 6-2 6-2 Lilia Osterloh #63 Match data Sep 15, 2001* QF Waikoloa Tier IV → modern equivalent WTA 250 Hard
Lisa Raymond #26 6-1 6-4 Lilia Osterloh #43 Match data Feb 1, 2001* R32 Pan Pacific Open Tier I → modern equivalent WTA 1000 Carpet
Lilia Osterloh #119 2-6 6-2 6-2 Lisa Raymond #27 Match data Feb 25, 1999* R32 Oklahoma Tier III → modern equivalent 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
Lisa Raymond #884 #15 1,695 1,946 327 273 54.5% 0 0 0 0 4 4
Lilia Osterloh #1,223 #41 738 1,696 83 138 37.6% 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 Lisa Raymond Lilia Osterloh
YrW-LWin %RankEloGSTitles YrW-LWin %RankEloGSTitles
15 1989 0–1 0.0% #449 1,496 0 0 — — — — — — —
16 1990 0–1 0.0% #336 1,480 0 0 — — — — — — —
17 1991 2–1 66.7% #257 1,510 0 0 — — — — — — —
18 1992 7–6 53.8% #75 1,618 0 0 1996 1–1 50.0% #195 1,518 0 0
19 1993 13–12 52.0% #55 1,692 0 0 1997 2–2 50.0% #170 1,550 0 0
20 1994 19–17 52.8% #44 1,749 0 0 1998 0–5 0.0% #120 1,501 0 0
21 1995 25–16 61.0% #20 1,812 0 0 1999 9–13 40.9% #79 1,545 0 0
22 1996 23–19 54.8% #27 1,860 0 1 2000 15–19 44.1% #43 1,596 0 0
23 1997 31–21 59.6% #17 1,913 0 1 2001 23–25 47.9% #53 1,658 0 0
24 1998 29–21 58.0% #27 1,838 0 1 2002 7–18 28.0% #156 1,535 0 0
25 1999 22–23 48.9% #28 1,784 0 1 2003 0–2 0.0% #180 1,508 0 0
26 2000 26–20 56.5% #30 1,794 0 2 2004 4–5 44.4% #119 1,561 0 0
27 2001 33–21 61.1% #22 1,833 0 2 2005 2–9 18.2% #144 1,488 0 0
28 2002 29–21 58.0% #29 1,755 0 3 2006 6–8 42.9% #118 1,509 0 0
29 2003 25–18 58.1% #27 1,766 0 4 2007 7–12 36.8% #91 1,544 0 0
30 2004 20–19 51.3% #30 1,760 0 4 2008 3–10 23.1% #230 1,486 0 0
31 2005 14–19 42.4% #74 1,635 0 4 2009 3–3 50.0% #136 1,510 0 0
32 2006 9–16 36.0% #128 1,581 0 4 2010 1–6 14.3% #237 1,467 0 0
33 2007 0–1 0.0% #884 1,564 0 4 — — — — — — —

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 Lisa Raymond Lilia Osterloh
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 1989 0 1 1 0.0% — — — — — — — — — — — — — — — — — — — — — — — — — — — — —
16 1990 0 1 1 0.0% — — — — — — — — — — — — — — — — — — — — — — — — — — — — —
17 1991 2 1 3 66.7% — — — — — — — — — — — — — — — — — — — — — — — — — — — — —
18 1992 5 5 10 50.0% — — — — — — — — 2 1 3 66.7% 1996 1 1 2 50.0% — — — — — — — — — — — —
19 1993 3 6 9 33.3% — — — — 5 2 7 71.4% 5 4 9 55.6% 1997 2 1 3 66.7% — — — — — — — — 0 1 1 0.0%
20 1994 8 8 16 50.0% 5 4 9 55.6% 3 2 5 60.0% 3 3 6 50.0% 1998 0 3 3 0.0% 0 1 1 0.0% 0 1 1 0.0% — — — —
21 1995 14 10 24 58.3% 1 1 2 50.0% 4 2 6 66.7% 6 3 9 66.7% 1999 6 8 14 42.9% 2 3 5 40.0% 1 2 3 33.3% — — — —
22 1996 10 10 20 50.0% 1 3 4 25.0% 4 3 7 57.1% 8 3 11 72.7% 2000 6 9 15 40.0% 2 5 7 28.6% 5 2 7 71.4% 2 3 5 40.0%
23 1997 18 11 29 62.1% 4 3 7 57.1% 3 3 6 50.0% 6 4 10 60.0% 2001 14 13 27 51.9% 4 6 10 40.0% 2 3 5 40.0% 3 3 6 50.0%
24 1998 13 9 22 59.1% 11 5 16 68.8% 0 3 3 0.0% 5 4 9 55.6% 2002 6 8 14 42.9% 0 7 7 0.0% 1 2 3 33.3% 0 1 1 0.0%
25 1999 8 12 20 40.0% 4 5 9 44.4% 4 3 7 57.1% 6 3 9 66.7% 2003 — — — — — — — — 0 2 2 0.0% — — — —
26 2000 6 8 14 42.9% 5 5 10 50.0% 9 2 11 81.8% 6 5 11 54.5% 2004 4 5 9 44.4% — — — — — — — — — — — —
27 2001 18 12 30 60.0% 5 4 9 55.6% 7 3 10 70.0% 3 2 5 60.0% 2005 0 3 3 0.0% 2 4 6 33.3% 0 1 1 0.0% 0 1 1 0.0%
28 2002 21 14 35 60.0% 2 4 6 33.3% 6 2 8 75.0% 0 1 1 0.0% 2006 6 6 12 50.0% — — — — 0 2 2 0.0% — — — —
29 2003 16 11 27 59.3% 3 2 5 60.0% 3 3 6 50.0% 3 2 5 60.0% 2007 5 9 14 35.7% 1 1 2 50.0% 1 1 2 50.0% 0 1 1 0.0%
30 2004 18 12 30 60.0% 1 4 5 20.0% 1 2 3 33.3% 0 1 1 0.0% 2008 3 5 8 37.5% 0 5 5 0.0% — — — — — — — —
31 2005 11 12 23 47.8% 2 4 6 33.3% 1 3 4 25.0% — — — — 2009 2 2 4 50.0% — — — — 1 1 2 50.0% — — — —
32 2006 4 8 12 33.3% 1 4 5 20.0% 3 3 6 50.0% 1 1 2 50.0% 2010 1 3 4 25.0% 0 2 2 0.0% 0 1 1 0.0% — — — —
33 2007 0 1 1 0.0% — — — — — — — — — — — — — — — — — — — — — — — — — — — — —
Career — 175 152 327 53.5% 45 48 93 48.4% 53 36 89 59.6% 54 37 91 59.3% — 56 76 132 42.4% 11 34 45 24.4% 11 18 29 37.9% 5 10 15 33.3%

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 46/141 of Lisa Raymond's and 52/70 of Lilia Osterloh'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 Lisa Raymond Lilia Osterloh
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%
27 — —/— — — — — — — — — — 2005 3/11 0.3 4.3 60.5% 46.3% 46.2% 38.9% 66.7% 46.9% 37.3%
28 — —/— — — — — — — — — — 2006 7/14 0.9 3.6 66.1% 56.0% 39.1% 42.7% 47.9% 49.6% 46.1%
29 2003 7/43 2.3 4.4 53.2% 63.4% 51.5% 58.8% 57.5% 58.1% 46.0% 2007 17/19 1.8 3.6 60.1% 54.8% 45.0% 46.6% 44.5% 50.6% 43.6%
30 2004 12/39 4.1 2.8 61.4% 68.5% 46.6% 49.6% 48.7% 60.2% 43.4% 2008 12/13 1.3 4.6 58.3% 60.2% 37.4% 55.9% 42.2% 50.7% 42.9%
31 2005 5/33 2.6 4.8 66.3% 51.2% 37.5% 51.9% 31.4% 45.8% 42.4% 2009 6/6 2.2 2.7 62.8% 60.1% 48.3% 55.1% 59.7% 56.1% 39.6%
32 2006 21/25 3.0 3.9 60.0% 64.2% 46.0% 46.7% 44.4% 56.8% 37.8% 2010 7/7 2.9 3.0 61.3% 57.0% 39.1% 47.3% 54.5% 50.0% 37.0%
33 2007 1/1 2.0 4.0 58.8% 68.1% 27.3% 55.6% 50.0% 51.3% 29.3% — —/— — — — — — — — — —
Career — 46/600 3.1 3.8 60.0% 63.9% 45.7% 50.1% 46.2% 56.6% 40.8% — 52/221 1.7 3.7 61.0% 56.6% 42.1% 48.9% 48.8% 50.8% 42.1%

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 Lisa Raymond Lilia Osterloh
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 1989 1497 99.0 — — — — — — — 0.0% -2.00 — — — -0.17 — — — — — — — — — — — — — — — —
16 1990 1480 94.5 — — — — — — — 0.0% -3.50 — — — +0.23 — — — — — — — — — — — — — — — —
17 1991 1511 107.5 — — — — +27 — — 57.1% +0.29 1–0 — — +0.30 — — — — — — — — — — — — — — — —
18 1992 1618 137.7 — — — — +26 — — 51.9% +0.15 1–0 0–2 — +0.38 1996 1519 110.9 — — — — — — — 50.0% +0.50 — — — -0.06
19 1993 1692 137.1 — — — — -34 — +15 54.4% +0.51 2–5 (29%) 3–5 (38%) 96.3 +0.84 1997 1551 112.0 — — — — +33 — — 28.6% -2.00 1–0 — — +0.04
20 1994 1749 138.6 — — — — -41 -122 -60 55.2% +0.24 5–10 (33%) 6–4 (60%) 98.6 +0.10 1998 1502 105.3 — — — — +38 — — 23.1% -1.85 0–3 (0%) 0–1 — +0.07
21 1995 1813 147.9 — — — — -6 — -76 56.0% +0.40 12–6 (67%) 7–5 (58%) 107.8 +0.56 1999 1546 126.1 — — — — +29 +17 +5 40.0% -0.98 4–2 (67%) — — -0.06
22 1996 1861 149.8 — — — — 0 -246 -26 53.3% +0.25 5–5 (50%) 6–4 (60%) 101.3 -0.87 2000 1596 120.7 — — — — -34 -49 +61 42.5% -0.41 8–6 (57%) 3–8 (27%) 101.9 -0.05
23 1997 1913 159.1 — — — — +23 -242 -109 57.9% +0.55 9–8 (53%) 7–2 (78%) 104.2 -0.65 2001 1658 133.0 — — — — -4 -132 +27 49.5% -0.09 5–8 (38%) 7–4 (64%) 100.9 -0.27
24 1998 1839 147.1 — — — — +16 -55 -97 56.9% +0.45 10–10 (50%) 8–5 (62%) 98.2 +0.54 2002 1535 110.8 — — — — +102 -112 +96 29.3% -1.59 5–3 (63%) 2–3 (40%) 102.7 -1.31
25 1999 1784 143.4 — — — — +11 -60 -17 49.5% +0.06 9–10 (47%) 5–6 (45%) 98.1 -0.50 2003 1509 94.9 — — — — — — — 0.0% -2.75 — — — +0.04
26 2000 1795 141.6 — — — — -33 -118 +163 55.0% +0.43 9–8 (53%) 2–6 (25%) 96.1 -0.19 2004 1561 130.0 — — — — +95 — — 47.6% -0.38 1–2 (33%) 1–1 — -0.58
27 2001 1834 151.1 — — — — -13 -128 +181 58.1% +0.74 10–8 (56%) 5–5 (50%) 101.6 -2.05 2005 1488 99.5 -2.44 -2.36 0.703 41.7% +105 -60 — 28.0% -2.08 0–3 (0%) 0–1 — -0.27
28 2002 1755 138.0 — — — — +6 -113 +316 54.5% +0.35 8–4 (67%) 3–7 (30%) 97.9 +0.97 2006 1510 110.3 -2.68 -0.13 0.914 47.9% +82 — — 46.9% -0.19 3–3 (50%) 1–4 (20%) 98.8 +0.94
29 2003 1766 139.9 +1.58 +1.47 1.097 52.3% +23 -87 +216 53.8% +0.08 13–7 (65%) 7–4 (64%) 105.7 +0.07 2007 1545 117.7 -3.39 +0.08 0.882 46.8% +27 — — 41.9% -0.91 1–4 (20%) 1–0 — -0.55
30 2004 1760 142.2 +2.54 -0.29 1.089 51.9% +66 -171 +175 48.9% +0.05 10–6 (63%) 4–2 (67%) 103.9 +0.43 2008 1486 100.1 -3.07 -1.01 0.871 46.7% +64 -97 — 24.0% -1.44 1–0 1–3 (25%) — +0.06
31 2005 1635 122.3 -3.26 -0.74 0.782 44.6% +87 -100 +170 43.2% -0.10 6–4 (60%) 5–2 (71%) 103.1 +2.00 2009 1511 100.3 -0.43 -1.46 0.901 48.5% +43 — — 40.0% -0.40 3–0 (100%) 0–1 — +0.33
32 2006 1581 121.0 +0.78 -3.50 0.877 47.3% +54 -66 +220 35.2% -0.93 3–3 (50%) 3–5 (38%) 96.0 -0.49 2010 1468 100.5 -2.57 -3.96 0.740 43.5% +60 — — 18.8% -2.19 1–1 0–1 — -0.29
33 2007 1565 98.6 -2.01 +0.33 0.601 42.0% — — — 0.0% -3.00 — — — 0.00 — — — — — — — — — — — — — — — —
Career — 1947 150.2 +0.86 -1.52 0.940 48.9% +12 -115 +91 53.0% +0.26 113–94 (55%) 71–64 (53%) 102.4 +0.25 — 1696 123.9 -2.71 -1.06 0.855 46.4% +34 -80 +48 39.2% -0.82 33–35 (49%) 16–27 (37%) 99.8 -0.89

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.