Juan Miguel Such Perez defeated Andrea Arnaboldi 6-3 1-6 6-3 in the Spain F27 round of 32 on hard. The upset overturned the form book — Andrea Arnaboldi came in leading the head-to-head 3–1. Juan Miguel Such Perez narrowed the head-to-head to 3–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2008-01-28 | Spain F4 | R16 | clay | Andrea Arnaboldi | 6-3 3-6 7-5 |
| 2008-01-14 | Spain F2 | R32 | clay | Juan Miguel Such Perez | 6-2 2-6 6-4 |
| 2006-08-14 | Spain F26 | R16 | clay | Andrea Arnaboldi | 6-3 6-2 |
| 2006-05-29 | Spain F17 | R32 | clay | Andrea Arnaboldi | 6-7(11) 7-6(3) 7-5 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.