Sjeng Schalken defeated Mark Philippoussis 7-6 6-3 in the Cincinnati Masters round of 64 on hard. The upset overturned the form book — Mark Philippoussis came in leading the head-to-head 5–2. Sjeng Schalken narrowed the head-to-head to 5–3.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2004-05-17 | Dusseldorf | RR | clay | Mark Philippoussis | 4-6 7-6(5) 7-5 |
| 2002-08-26 | US Open | R128 | hard | Sjeng Schalken | 6-7(1) 4-6 6-3 6-3 |
| 2001-12-31 | Adelaide | R16 | hard | Mark Philippoussis | 6-0 6-3 |
| 2000-10-09 | Tokyo | QF | hard | Sjeng Schalken | 6-2 6-3 |
| 2000-06-26 | Wimbledon | R32 | grass | Mark Philippoussis | 4-6 6-3 6-7(7) 7-6(4) 20-18 |
| 2000-03-13 | Indian Wells Masters | QF | hard | Mark Philippoussis | 7-6(7) 6-4 |
| 1998-02-16 | Memphis | R16 | hard | Mark Philippoussis | 6-4 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 (200 vs 200). ATP, WTA & Challenger.