Mark Philippoussis defeated Roger Federer 6-3 2-6 6-3 in the Hamburg Masters round of 16 on clay. The upset overturned the form book — Roger Federer came in leading the head-to-head 4–0, defending the title. Mark Philippoussis claimed a first win over Roger Federer in five meetings, narrowing the head-to-head to 4–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2003-09-19 | Davis Cup WG SF: AUS vs SUI | RR | hard | Roger Federer | 6-3 6-4 7-6(3) |
| 2003-06-23 | Wimbledon | F | grass | Roger Federer | 7-6(5) 6-2 7-6(3) |
| 2001-03-19 | Miami Masters | R32 | hard | Roger Federer | 3-6 7-6(4) 6-2 |
| 2000-02-04 | Davis Cup WG R1: SUI vs AUS | RR | carpet | Roger Federer | 6-4 7-6(3) 4-6 6-4 |
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 (113 vs 200). ATP, WTA & Challenger.