Jan Siemerink defeated Richard Krajicek 6-4 4-6 6-4 in the Rotterdam semi-final on hard. The upset overturned the form book — Richard Krajicek came in leading the head-to-head 2–0, defending the title. Jan Siemerink claimed a first win over Richard Krajicek in three meetings, narrowing the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-03-15 | Miami Masters | R32 | hard | Richard Krajicek | 6-3 6-2 |
| 1999-03-08 | Indian Wells Masters | R16 | hard | Richard Krajicek | 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 (153 vs 193). ATP, WTA & Challenger.