Andy Roddick advanced past Nikolay Davydenko via walkover in the Madrid Masters round of 16. Andy Roddick extended the head-to-head to 6–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2008-03-27 | Miami Masters | SF | hard | Nikolay Davydenko | 7-6(5) 6-2 |
| 2007-11-12 | Masters Cup | RR | hard | Andy Roddick | 6-3 4-6 6-2 |
| 2005-01-17 | Australian Open | QF | hard | Andy Roddick | 6-3 7-5 4-1 RET |
| 2004-01-05 | Doha | R32 | hard | Andy Roddick | 6-3 6-4 |
| 2003-05-19 | St. Poelten | F | clay | Andy Roddick | 6-3 6-2 |
| 2002-03-04 | Delray Beach | R32 | hard | Andy Roddick | 6-4 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