H2H data updated: 2026-10-17 00:00 UTC

Robin Montgomery vs Caroline Dolehide

Compare the head-to-head record, career totals, season-by-season performance, and match log for Robin Montgomery vs Caroline Dolehide.

United States Age 22 Left-Handed 178 cm / 5'10"
H2H
0 – 0
0 main-draw meetings
United States Age 28 Right-Handed 178 cm / 5'10"

H2H Match Log

PlayerScorePlayerMatch DataDateRoundTournamentCategorySurface
Robin Montgomery #194 6-4 7-6(1) Caroline Dolehide #215 Match data Jun 23, 2026 Q1 Q Wimbledon Grand Slam Grass

1 qualifying meeting shown in the table; qualifying is excluded from the H2H score. 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
Robin Montgomery #153 #95 741 1,767 19 28 40.4% 0 0 0 0 1 1
Caroline Dolehide #215 #41 1,287 1,783 51 77 39.8% 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 Robin Montgomery Caroline Dolehide
YrW-LWin %RankEloGSTitles YrW-LWin %RankEloGSTitles
15 2020 0–1 0.0% #413 1,474 0 0 — — — — — — —
16 2021 0–1 0.0% #372 1,466 0 0 — — — — — — —
17 2022 0–3 0.0% #219 1,522 0 0 — — — — — — —
18 2023 1–4 20.0% #191 1,569 0 0 2017 3–2 60.0% #155 1,508 0 0
19 2024 7–8 46.7% #117 1,626 0 0 2018 4–8 33.3% #126 1,492 0 0
20 2025 6–5 54.5% #212 1,657 0 0 2019 0–1 0.0% #146 1,432 0 0
21 2026 5–6 45.5% #153 1,730 0 1 2020 1–4 20.0% #151 1,510 0 0
22 — — — — — — — 2021 1–6 14.3% #198 1,467 0 0
23 — — — — — — — 2022 2–5 28.6% #150 1,593 0 0
24 — — — — — — — 2023 9–5 64.3% #44 1,669 0 0
25 — — — — — — — 2024 17–24 41.5% #78 1,728 0 0
26 — — — — — — — 2025 12–18 40.0% #111 1,671 0 0
27 — — — — — — — 2026 2–4 33.3% #215 1,611 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 Robin Montgomery Caroline Dolehide
Yr HardClayGrass Yr HardClayGrass
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 2020 0 1 1 0.0% — — — — — — — — — — — — — — — — — — — — —
16 2021 0 1 1 0.0% — — — — — — — — — — — — — — — — — — — — —
17 2022 0 3 3 0.0% — — — — — — — — — — — — — — — — — — — — —
18 2023 1 4 5 20.0% — — — — — — — — 2017 3 2 5 60.0% — — — — — — — —
19 2024 2 4 6 33.3% 2 2 4 50.0% 3 2 5 60.0% 2018 2 5 7 28.6% 2 2 4 50.0% 0 1 1 0.0%
20 2025 4 2 6 66.7% 2 3 5 40.0% — — — — 2019 0 1 1 0.0% — — — — — — — —
21 2026 0 3 3 0.0% 0 2 2 0.0% 5 1 6 83.3% 2020 1 4 5 20.0% — — — — — — — —
22 — — — — — — — — — — — — — 2021 0 4 4 0.0% 0 1 1 0.0% 1 1 2 50.0%
23 — — — — — — — — — — — — — 2022 2 5 7 28.6% — — — — — — — —
24 — — — — — — — — — — — — — 2023 7 3 10 70.0% 2 1 3 66.7% 0 1 1 0.0%
25 — — — — — — — — — — — — — 2024 12 17 29 41.4% 3 4 7 42.9% 2 3 5 40.0%
26 — — — — — — — — — — — — — 2025 7 11 18 38.9% 4 5 9 44.4% 1 2 3 33.3%
27 — — — — — — — — — — — — — 2026 2 3 5 40.0% 0 1 1 0.0% — — — —
Career — 7 18 25 28.0% 4 7 11 36.4% 8 3 11 72.7% — 36 55 91 39.6% 11 14 25 44.0% 4 8 12 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 41/47 of Robin Montgomery's and 117/128 of Caroline Dolehide'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 Robin Montgomery Caroline Dolehide
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%
15 2020 1/1 2.0 4.0 66.7% 43.3% 20.0% 14.3% 40.0% 35.6% 39.1% — —/— — — — — — — — — —
16 2021 1/1 3.0 7.0 50.8% 67.7% 30.0% 33.3% 33.3% 49.2% 36.0% — —/— — — — — — — — — —
17 2022 3/3 3.3 7.0 58.0% 59.7% 42.6% 39.3% 32.5% 52.3% 36.1% — —/— — — — — — — — — —
18 2023 5/5 4.4 7.8 57.1% 64.7% 34.1% 51.2% 48.0% 51.8% 30.5% 2017 4/5 2.3 4.0 55.5% 64.5% 57.4% 60.3% 60.6% 61.4% 39.6%
19 2024 14/15 4.7 5.8 63.7% 67.5% 43.0% 55.7% 37.6% 58.7% 37.4% 2018 11/12 4.2 3.9 62.1% 63.4% 48.2% 52.4% 47.5% 57.7% 38.6%
20 2025 7/11 3.9 5.3 66.2% 64.1% 40.7% 47.1% 50.4% 56.3% 42.6% 2019 1/1 2.0 2.0 61.0% 58.3% 56.5% 40.0% 50.0% 57.6% 25.9%
21 2026 10/11 5.7 4.2 63.7% 65.8% 38.7% 58.6% 54.4% 56.4% 42.8% 2020 5/5 3.0 6.8 60.8% 63.4% 41.6% 54.6% 52.5% 54.7% 40.4%
22 — —/— — — — — — — — — — 2021 7/7 1.7 4.7 66.0% 59.5% 43.8% 36.9% 43.6% 54.2% 36.6%
23 — —/— — — — — — — — — — 2022 7/7 2.6 6.1 62.7% 63.0% 37.1% 49.0% 28.7% 53.3% 37.8%
24 — —/— — — — — — — — — — 2023 14/14 4.0 4.4 67.6% 66.2% 43.7% 69.1% 46.5% 59.5% 43.3%
25 — —/— — — — — — — — — — 2024 41/41 2.1 2.6 74.6% 60.4% 45.3% 53.4% 45.4% 56.6% 40.1%
26 — —/— — — — — — — — — — 2025 21/30 2.8 4.0 64.3% 61.5% 47.1% 53.8% 42.8% 56.4% 40.6%
27 — —/— — — — — — — — — — 2026 6/6 0.7 6.0 71.3% 64.1% 38.4% 47.4% 64.7% 56.5% 39.6%
Career — 41/47 4.6 5.6 62.7% 65.0% 39.6% 51.6% 44.8% 55.6% 38.7% — 117/128 2.6 3.9 68.0% 62.1% 45.1% 53.9% 46.0% 56.8% 39.9%

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 Robin Montgomery Caroline Dolehide
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
14 2019 1488 99.9 — — — — — — — — — — — — — — — — — — — — — — — — — — — — —
15 2020 1474 101.9 -0.63 -1.27 0.607 37.4% — — — 0.0% -4.00 — — — -0.07 — — — — — — — — — — — — — — — —
16 2021 1466 107.9 -0.59 +1.33 0.708 41.9% — — — 33.3% -2.67 0–1 — — -0.05 — — — — — — — — — — — — — — — —
17 2022 1522 121.8 -0.75 -0.37 0.758 44.4% +13 — — 14.3% -1.86 0–1 0–1 — -0.26 — — — — — — — — — — — — — — — —
18 2023 1570 105.8 -0.95 -3.60 0.632 42.1% -44 — — 25.0% -2.00 1–1 1–1 — +0.05 2017 1508 109.8 -0.18 +0.18 1.024 51.0% +39 — — 55.6% +0.11 0–1 — — +0.26
19 2024 1626 120.6 +0.52 -2.28 0.905 48.2% -48 -25 +224 47.1% -0.56 2–4 (33%) 1–2 (33%) — +0.12 2018 1492 115.0 +1.31 -2.28 0.912 48.3% +10 +41 — 36.7% -0.87 3–3 (50%) 3–2 (60%) 103.8 -0.35
20 2025 1658 125.8 -0.81 -0.51 0.975 49.6% -40 -59 — 53.8% +0.54 2–2 (50%) — — +0.27 2019 1433 98.9 +0.39 -0.62 0.612 42.5% — — — 0.0% -2.00 — — — -0.06
21 2026 1731 120.9 +0.09 -1.03 0.981 49.6% -86 — +266 43.5% -0.04 1–2 (33%) 1–1 — -0.11 2020 1511 111.5 -0.99 -0.71 0.892 47.6% +13 — — 33.3% -1.08 0–2 — — +0.10
22 — — — — — — — — — — — — — — — — 2021 1468 98.8 -1.69 -3.70 0.800 45.3% +10 — — 25.0% -1.94 0–2 — — +0.42
23 — — — — — — — — — — — — — — — — 2022 1593 121.7 -1.27 -1.68 0.809 45.4% +28 — — 31.3% -1.69 1–1 1–0 — +0.15
24 — — — — — — — — — — — — — — — — 2023 1670 128.5 +2.16 -0.26 1.069 51.7% +23 -108 — 56.3% +0.59 4–0 (100%) 3–1 (75%) 107.3 +0.80
25 — — — — — — — — — — — — — — — — 2024 1728 131.6 +0.35 -2.51 0.924 48.5% -29 -132 -191 40.8% -0.59 10–8 (56%) 5–8 (38%) 102.2 -1.05
26 — — — — — — — — — — — — — — — — 2025 1671 132.8 -0.40 -1.97 0.931 48.8% -19 -2 -153 43.2% -0.43 6–8 (43%) 5–4 (56%) 100.6 -1.05
27 — — — — — — — — — — — — — — — — 2026 1611 119.3 -1.06 -1.74 0.910 48.8% +11 — — 35.7% -0.71 1–1 1–1 — -0.20
Career — 1767 125.1 -0.14 -1.58 0.871 47.3% -42 -44 +247 42.1% -0.55 6–11 (35%) 3–5 (38%) 97.3 -0.11 — 1784 127.1 +0.16 -1.92 0.924 48.6% -4 -48 -177 40.9% -0.60 25–26 (49%) 18–16 (53%) 105.5 -0.77

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.