Nicolas Massu advanced when Gaston Gaudio retired 4-6 6-3 in the Madrid Masters round of 64. Nicolas Massu extended the head-to-head to 4–3.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2005-07-04 | Gstaad | SF | clay | Gaston Gaudio | 6-3 6-2 |
| 2004-07-19 | Kitzbuhel | F | clay | Nicolas Massu | 7-6(3) 6-4 |
| 2003-08-25 | US Open | R128 | hard | Nicolas Massu | 6-3 6-3 6-2 |
| 2003-03-17 | Miami Masters | R64 | hard | Nicolas Massu | 6-4 5-7 6-3 |
| 2003-02-10 | Vina del Mar | R32 | clay | Gaston Gaudio | 6-0 2-6 6-1 |
| 2002-07-22 | Kitzbuhel | QF | clay | Gaston Gaudio | 6-4 6-3 |
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 (143 vs 74). ATP, WTA & Challenger.