Carlos Rexach Itoiz defeated Guillermo Olaso 5-7 6-4 6-2 in the Spain F25 qualifying round on clay. The upset overturned the form book — Guillermo Olaso came in leading the head-to-head 4–1. Carlos Rexach Itoiz narrowed the head-to-head to 4–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2008-03-10 | Spain F10 | R16 | clay | Guillermo Olaso | 6-4 7-5 |
| 2008-03-03 | Spain F9 | R32 | clay | Guillermo Olaso | 7-6(2) 6-4 |
| 2007-10-29 | Spain F39 | QF | clay | Carlos Rexach Itoiz | 6-0 6-1 |
| 2007-07-09 | Spain F26 | QF | clay | Guillermo Olaso | 6-1 6-1 |
| 2007-04-23 | Spain F15 | R32 | clay | Guillermo Olaso | 6-3 6-2 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.