Ivan Navarro defeated Oscar Martinez Dieguez 7-5 7-5 in the Spain 4 4 qualifying round on clay. The upset overturned the form book — Oscar Martinez Dieguez came in leading the head-to-head 2–1, but Ivan Navarro had been the form player, winning 4 of their last 6 on clay. Ivan Navarro narrowed the head-to-head to 2–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-02-04 | Spain 2 Masters 2 | R32 | clay | Ivan Navarro | 6-2 3-6 6-4 |
| 1999-07-12 | Spain F2 | R32 | clay | Oscar Martinez Dieguez | 6-4 6-3 |
| 1999-05-07 | Spain 5 Masters 4 | QF | clay | Oscar Martinez Dieguez | 6-3 6-2 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.