Carlos Rexach Itoiz defeated Roberto Menendez 2-6 6-1 6-3 in the Spain 2 4 round of 16 on clay. The upset overturned the form book — Roberto Menendez came in leading the head-to-head 3–1. Carlos Rexach Itoiz narrowed the head-to-head to 3–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2003-08-11 | Spain F18 | R16 | clay | Roberto Menendez | 6-2 4-6 6-1 |
| 2001-06-04 | Spain 6 2 | R16 | clay | Carlos Rexach Itoiz | 6-2 6-2 |
| 2001-05-07 | Spain 5 3 | QF | clay | Roberto Menendez | 4-6 6-4 6-4 |
| 2000-07-31 | Spain F4 | R32 | clay | Roberto Menendez | 6-4 6-3 |