Reilly Opelka defeated Daniil Medvedev 7-6 7-6 in the s Hertogenbosch quarter-final on grass. The upset overturned the form book — Daniil Medvedev came in ranked #8, leading the head-to-head 5–2. Reilly Opelka narrowed the head-to-head to 5–3.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2025-07-21 | Washington | R32 | hard | Daniil Medvedev | 3-6 7-5 6-1 |
| 2025-06-09 | s Hertogenbosch | QF | grass | Reilly Opelka | 7-6 7-6 |
| 2021-08-09 | Canada Masters | F | hard | Daniil Medvedev | 6-4 6-3 |
| 2021-05-31 | Roland Garros | R32 | clay | Daniil Medvedev | 6-4 6-2 6-4 |
| 2020-10-12 | St Petersburg | R16 | hard | Reilly Opelka | 2-6 7-5 6-4 |
| 2019-03-18 | Miami Masters | R32 | hard | Daniil Medvedev | 7-6 6-7 7-6 |
| 2017-07-31 | Washington | R64 | hard | Daniil Medvedev | 6-7 6-3 7-6 |
Averages over each player's completed matches in the selected window (61 vs 90). ATP, WTA & Challenger.
Performance in the biggest moments — break points, deciding sets and tiebreaks (0–100, higher is better). About
Each player's serve crossed against the other's return, converted to expected hold of serve. Recent completed matches, ATP, WTA & Challenger. About