Pete Sampras defeated Andrei Medvedev 6-4 6-3 in the Indian Wells Masters round of 64 on hard. The upset overturned the form book — Andrei Medvedev came in leading the head-to-head 1–0. Pete Sampras claimed a first win over Andrei Medvedev in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-05-24 | Roland Garros | R64 | clay | Andrei Medvedev | 7-5 1-6 6-4 6-3 |
Each player's serve crossed against the other's return, converted to expected hold of serve. Recent completed matches, ATP, WTA & Challenger. About
Averages over each player's completed matches in the selected window (143 vs 60). ATP, WTA & Challenger.