Roger Federer advanced when Jan Michael Gambill retired 7-6 1-0 in the Stuttgart Masters round of 64. Roger Federer extended the head-to-head to 3–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2002-12-30 | Doha | QF | hard | Jan Michael Gambill | 6-4 7-5 |
| 2001-02-09 | Davis Cup WG R1: SUI vs USA | RR | hard | Roger Federer | 7-5 6-2 4-6 6-2 |
| 2000-05-29 | Roland Garros | R64 | clay | Roger Federer | 7-6(5) 6-3 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 (200 vs 200). ATP, WTA & Challenger.