Gabriel Diallo defeated Karen Khachanov 7-6 6-4 in the s Hertogenbosch quarter-final on grass. The upset overturned the form book — Karen Khachanov came in ranked #26, leading the head-to-head 4–1, defending last year's round of 16, but Gabriel Diallo had been the form player, winning 3 of their last 5 on grass. Gabriel Diallo narrowed the head-to-head to 4–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2025-06-09 | s Hertogenbosch | QF | grass | Gabriel Diallo | 7-6 6-4 |
| 2025-01-16 | Australian Open | R64 | hard | Karen Khachanov | 7-6(4) 4-6 6-3 6-3 |
| 2025-01-13 | Australian Open | R64 | hard | Karen Khachanov | 7-6 4-6 6-3 6-3 |
| 2024-10-14 | Almaty | F | hard | Karen Khachanov | 6-2 5-7 6-3 |
| 2024-08-05 | Canada Masters | R64 | hard | Karen Khachanov | 6-4 6-4 |
Averages over each player's completed matches in the selected window (62 vs 72). 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