Filippo Volandri defeated Nicolas Massu 6-3 3-6 6-4 in the Palermo quarter-final on clay. The result followed the form book — Filippo Volandri came in leading the head-to-head 3–2, defending last year's round of 16. Filippo Volandri extended the head-to-head to 4–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2008-02-18 | Buenos Aires | R32 | clay | Filippo Volandri | 6-4 6-2 |
| 2007-04-15 | Monte Carlo Masters | R64 | clay | Nicolas Massu | 4-6 7-5 6-3 |
| 2005-09-26 | Palermo | R32 | clay | Filippo Volandri | 6-3 6-0 |
| 2004-02-16 | Buenos Aires | R16 | clay | Nicolas Massu | 6-2 6-4 |
| 2003-05-05 | Rome Masters | R64 | clay | Filippo Volandri | 1-6 6-2 6-1 |
Each player's serve crossed against the other's return, converted to expected hold of serve. Recent completed matches, ATP, WTA & Challenger. About
Averages over each player's completed matches in the selected window (200 vs 200). ATP, WTA & Challenger.
Performance in the biggest moments — break points, deciding sets and tiebreaks (0–100, higher is better). About