01/By surface
each with its own count, at equal weight
Hard
1-0
M. leads 1-0 in 1 meeting on hard
Clay
0-1
D. leads 1-0 in 1 meeting on clay
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, M. first |
|---|---|---|---|---|---|---|
| Aug 16, 2018 | Western & Southern Financial Group MastersMasters 1000 | hard | 3rd round | Raonic M. | 7-6, 6-4 | 29 v 32 |
| May 10, 2018 | Mutua Madrid OpenMasters 1000 | clay | 3rd round | Shapovalov D. | 6-4, 6-4 | 24 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. Raonic M. and Shapovalov D. each carry the table against every opponent faced.