Guillermo Olaso defeated Tony Holzinger 6-7 7-6 6-4 in the Spain F27 qualifying round on clay. The upset overturned the form book — Tony Holzinger came in leading the head-to-head 2–0. Guillermo Olaso claimed a first win over Tony Holzinger in three meetings, narrowing the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2007-07-23 | Spain F28 | F | clay | Tony Holzinger | 7-6(6) 6-4 |
| 2006-07-10 | Spain F22 | R32 | clay | Tony Holzinger | 7-5 6-3 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.