Jamie Loeb defeated Whitney Osuigwe 6-4 4-6 6-1 in the W60 Honolulu quarter-final on hard. The upset overturned the form book — Whitney Osuigwe came in ranked #196, leading the head-to-head 3–0. Jamie Loeb claimed a first win over Whitney Osuigwe in four meetings, narrowing the head-to-head to 3–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2025-04-12 | W35 Boca Raton 1 | SF | clay | Whitney Osuigwe | 6-2 3-6 6-2 |
| 2024-09-27 | W35 Berkeley 1 | QF | hard | Whitney Osuigwe | 6-4 6-1 |
| 2023-01-18 | W60 Vero Beach | R32 | clay | Whitney Osuigwe | 6-4 6-3 |
Averages over each player's completed matches in the selected window (87 vs 139). ATP, WTA & Challenger.
Performance in the biggest moments — break points, deciding sets and tiebreaks (0–100, higher is better). About
Each player's serve crossed against the other's return, converted to expected hold of serve. Recent completed matches, ATP, WTA & Challenger. About