Jennifer Brady defeated Jelena Ostapenko 6-4 6-0 in the Dubai round of 64 on hard. The upset overturned the form book — Jelena Ostapenko came in ranked #31, defending last year's round of 16. Jennifer Brady extended the head-to-head to 3–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2023-08-07 | Montreal | R64 | hard | Jennifer Brady | 7-6(7) 0-6 7-6(8) |
| 2021-08-16 | Cincinnati | R32 | hard | Jelena Ostapenko | 6-7(2) 5-4 RET |
| 2021-04-29 | Madrid | R32 | clay | Jennifer Brady | 6-2 6-1 |
Each player's serve crossed against the other's return, converted to expected hold of serve. Recent completed matches, ATP, WTA & Challenger. About
Per-surface Serve / Return Rating (0–100, percentile within the hard field, opponent-adjusted over 52 weeks). About
Averages over each player's completed matches in the selected window (135 vs 200). ATP, WTA & Challenger.
Performance in the biggest moments — break points, deciding sets and tiebreaks (0–100, higher is better). About
Ostapenko J.: 9 days rest · 3 matches (14d). Higher means fresher. About