Andrei Medvedev defeated Pete Sampras 6-4 2-6 6-4 in the Hamburg semi-final on clay. The upset overturned the form book — Pete Sampras came in leading the head-to-head 2–1. Andrei Medvedev narrowed the head-to-head to 2–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-03-13 | Indian Wells Masters | R64 | hard | Pete Sampras | 6-4 6-3 |
| 1999-05-24 | Roland Garros | R64 | clay | Andrei Medvedev | 7-5 1-6 6-4 6-3 |
| 1995-08-14 | Indianapolis | QF | hard | Pete Sampras | 6-2 6-2 |
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