Richard Krajicek defeated Andrei Medvedev 6-3 6-7 6-3 in the Cincinnati Masters round of 32 on hard. The upset overturned the form book — Andrei Medvedev came in leading the head-to-head 2–0, defending last year's round of 16. Richard Krajicek claimed a first win over Andrei Medvedev in three meetings, narrowing the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-09-27 | Grand Slam Cup | QF | carpet | Andrei Medvedev | 7-6(5) 6-4 |
| 1997-05-05 | Hamburg Masters | R32 | clay | Andrei Medvedev | 6-1 6-1 |
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 (193 vs 145). ATP, WTA & Challenger.