Jan Michael Gambill defeated Sjeng Schalken 6-2 7-6 in the Auckland round of 32 on hard. The result followed the form book — Jan Michael Gambill came in leading the head-to-head 5–2. Jan Michael Gambill extended the head-to-head to 6–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2003-10-13 | Madrid Masters | R32 | clay | Jan Michael Gambill | 7-6(6) 6-2 |
| 2002-06-10 | Queen's Club | R16 | grass | Sjeng Schalken | 7-6(4) 1-6 6-4 |
| 2002-01-28 | Milan | R32 | carpet | Sjeng Schalken | 7-5 3-6 6-3 |
| 2001-07-30 | Canada Masters | R64 | hard | Jan Michael Gambill | 6-1 6-4 |
| 2001-01-29 | Milan | R32 | carpet | Jan Michael Gambill | 6-1 6-7(3) 6-2 |
| 1999-08-09 | Cincinnati Masters | R64 | hard | Jan Michael Gambill | 4-6 6-3 6-4 |
| 1998-06-22 | Wimbledon | R128 | grass | Jan Michael Gambill | 7-6(6) 6-4 6-7(5) 4-6 8-6 |
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.