01/By surface
each with its own count, at equal weight
Hard
1-2
J. leads 2-1 in 3 meetings on hard
Clay
Never on clay
no meeting on this surface
Grass
Never on grass
no meeting on this surface
02/Every meeting
3 rows, newest first
| Date | Tournament | Surface | Round | Winner | Score, winner first | Ranks, K. first |
|---|---|---|---|---|---|---|
| Feb 25, 2026 | Dubai Tennis ChampionshipsATP500 | hard | 2nd round | Brooksby J. | 7-6, 6-4 | 16 v 49 |
| Aug 12, 2025 | Western & Southern Financial Group MastersMasters 1000 | hard | 3rd round | Khachanov K. | 6-3, 6-3 | 12 v 101 |
| Mar 13, 2022 | BNP Paribas OpenMasters 1000 | hard | 2nd round | Brooksby J. | 6-0, 6-3 | 26 v 43 |
A record, never a share of meetings. Main-draw singles since 2013; a meeting ended by retirement is counted with the sets that were played and marked; a walkover is listed and counted in neither column. Khachanov K. and Brooksby J. each carry the table against every opponent faced.