Jan Siemerink advanced when Gianluca Pozzi retired 6-4 1-0 in the Hong Kong round of 32. Jan Siemerink extended the head-to-head to 5–4.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2001-06-11 | Queen's Club | R32 | grass | Jan Siemerink | 3-6 6-3 7-5 |
| 2000-06-12 | Queen's Club | R64 | grass | Gianluca Pozzi | 6-3 4-6 6-1 |
| 2000-02-28 | Copenhagen | R32 | carpet | Gianluca Pozzi | 2-6 6-4 6-4 |
| 1998-10-19 | Lyon | R32 | clay | Gianluca Pozzi | 2-6 6-4 6-4 |
| 1998-03-16 | Miami Masters | R64 | hard | Jan Siemerink | 6-3 6-2 |
| 1993-10-18 | Vienna | R32 | hard | Jan Siemerink | 4-6 7-5 6-3 |
| 1993-02-01 | Marseille | QF | hard | Jan Siemerink | 6-3 6-3 |
| 1993-01-04 | Doha | R16 | hard | Gianluca Pozzi | 7-5 5-7 7-5 |
Averages over each player's completed matches in the selected window (199 vs 178). ATP, WTA & Challenger.
Each player's serve crossed against the other's return, converted to expected hold of serve. Recent completed matches, ATP, WTA & Challenger. About