Andrei Medvedev defeated Andre Agassi 7-6 3-6 6-4 in the New Haven semi-final on hard. The upset overturned the form book — Andre Agassi came in leading the head-to-head 1–0. Andrei Medvedev claimed a first win over Andre Agassi in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-05-24 | Roland Garros | F | clay | Andre Agassi | 1-6 2-6 6-4 6-3 6-4 |
Averages over each player's completed matches in the selected window (198 vs 200). 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