Andrei Medvedev defeated Karol Kucera 7-6 6-3 in the Long Island semi-final on hard. The upset overturned the form book — Karol Kucera came in leading the head-to-head 2–1, defending last year's round of 16. Andrei Medvedev narrowed the head-to-head to 2–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-04-17 | Monte Carlo Masters | R32 | clay | Karol Kucera | 7-6 6-4 |
| 1998-10-19 | Ostrava | R16 | carpet | Andrei Medvedev | 6-4 6-7 6-4 |
| 1997-07-14 | Stuttgart Outdoor | R32 | clay | Karol Kucera | 6-2 6-4 |
Averages over each player's completed matches in the selected window (198 vs 200). 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