Oscar Serrano defeated Marat Safin 7-6 7-6 in the Spain 3 Masters 1 round of 16 on clay. The upset overturned the form book — Marat Safin came in leading the head-to-head 1–0. Oscar Serrano claimed a first win over Marat Safin in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-04-12 | Barcelona | R64 | clay | Marat Safin | 6-1 7-6 |
Averages over each player's completed matches in the selected window (18 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