Nicolas Massu defeated Andy Roddick 7-6 4-6 7-5 in the Hamburg Masters round of 64 on clay. The result followed the form book — Nicolas Massu came in defending last year's round of 64. Nicolas Massu extended the head-to-head to 3–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2011-03-04 | Davis Cup WG R1: CHI vs USA | RR | clay | Andy Roddick | 6-2 4-6 6-3 6-4 |
| 2006-05-22 | Dusseldorf | RR | clay | Nicolas Massu | 4-2 RET |
| 2006-04-07 | Davis Cup WG QF: USA vs CHI | RR | grass | Andy Roddick | 6-3 7-6(5) 7-6(5) |
| 2003-10-13 | Madrid Masters | R16 | clay | Nicolas Massu | 7-6(3) 6-2 |
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 (181 vs 200). ATP, WTA & Challenger.
Performance in the biggest moments — break points, deciding sets and tiebreaks (0–100, higher is better). About