01/By surface
each with its own count, at equal weight
Hard
0-2
D. leads 2-0 in 2 meetings on hard
Clay
Never on clay
no meeting on this surface
Grass
Never on grass
no meeting on this surface
02/Every meeting
2 rows, newest first
| Date | Tournament | Surface | Round | Winner | Score, winner first | Ranks, J. first |
|---|---|---|---|---|---|---|
| Feb 26, 2026 | Dubai Tennis ChampionshipsATP500 | hard | quarterfinal | Medvedev D. | 6-2, 6-1 | 49 v 11 |
| Mar 29, 2022 | Miami OpenMasters 1000 | hard | 4th round | Medvedev D. | 7-5, 6-1 | 39 v 2 |
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. Brooksby J. and Medvedev D. each carry the table against every opponent faced.