
Jennifer Brady defeated Naomi Osaka 6-4 6-4 in the New Braunfels TX 50K round of 32 on hard. The upset overturned the form book — Naomi Osaka came in ranked #13, leading the head-to-head 3–0. Jennifer Brady claimed a first win over Naomi Osaka in four meetings, narrowing the head-to-head to 3–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2021-02-08 | Australian Open | F | hard | Naomi Osaka | 6-4 6-3 |
| 2020-08-31 | US Open | SF | hard | Naomi Osaka | 7-6 3-6 6-3 |
| 2018-04-02 | Charleston | R64 | clay | Naomi Osaka | 6-4 6-4 |
Averages over each player's completed matches in the selected window (199 vs 197). ATP, WTA & Challenger.
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