Jan Siemerink defeated Jan Kroslak 6-1 6-2 in the Cincinnati Masters round of 64 on hard. The upset overturned the form book — Jan Kroslak came in leading the head-to-head 1–0. Jan Siemerink claimed a first win over Jan Kroslak in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-11-08 | Moscow | R32 | hard | Jan Kroslak | 5-7 7-6(3) 7-6(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 (91 vs 56). ATP, WTA & Challenger.