Tommy Robredo defeated Sergi Duran 6-3 6-2 in the Spain 8 Masters 3 semi-final on clay. The upset overturned the form book — Sergi Duran came in leading the head-to-head 2–0. Tommy Robredo claimed a first win over Sergi Duran in three meetings, narrowing the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-01-29 | Spain 2 Masters 3 | R32 | clay | Sergi Duran | 6-2 6-2 |
| 1998-10-16 | Spain 8 Masters 2 | QF | clay | Sergi Duran | 6-3 6-2 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.