Marcos Jimenez Letrado defeated Santiago Ventura 6-1 5-7 7-5 in the Spain F23 qualifying round on hard. The upset overturned the form book — Santiago Ventura came in leading the head-to-head 2–1. Marcos Jimenez Letrado narrowed the head-to-head to 2–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2003-09-22 | Spain F24 | R32 | hard | Santiago Ventura | 6-3 6-3 |
| 2003-01-06 | Spain 1 3 | R16 | clay | Marcos Jimenez Letrado | 6-2 6-1 |
| 2002-04-08 | Spain 4 2 | R16 | clay | Santiago Ventura | 7-6(3) 6-0 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.