01/By surface
each with its own count, at equal weight
Hard
2-2
Level 2-2 in 4 meetings on hard
Clay
0-2
J.L. leads 2-0 in 2 meetings on clay
Grass
0-1
J.L. leads 1-0 in 1 meeting on grass
02/Every meeting
7 rows, newest first
| Date | Tournament | Surface | Round | Winner | Score, winner first | Ranks, D. first |
|---|---|---|---|---|---|---|
| Oct 29, 2021 | St. Petersburg OpenATP250 | hard | quarterfinal | Struff J.L. | 6-4, 6-3 | 13 v 53 |
| Mar 16, 2021 | Dubai Tennis ChampionshipsATP500 | hard | 2nd round | Shapovalov D. | 6-1, 6-3 | 12 v 39 |
| Aug 24, 2020 | Western & Southern Financial Group MastersMasters 1000 | hard | 2nd round | Struff J.L. | 7-6, 3-6, 6-4 | 17 v 34 |
| Jun 11, 2019 | Mercedes CupATP250 | grass | 1st round | Struff J.L. | 7-5, 6-4 | 25 v 38 |
| May 27, 2019 | French OpenGrand Slam, best of 5 | clay | 1st round | Struff J.L. | 7-6, 6-3, 6-4 | 24 v 45 |
| Apr 15, 2019 | Monte Carlo MastersMasters 1000 | clay | 1st round | Struff J.L. | 5-7, 6-3, 6-1 | 20 v 44 |
| Oct 5, 2018 | Rakuten Japan Open Tennis ChampionshipsATP500 | hard | quarterfinal | Shapovalov D. | 4-6, 7-6, 6-4 | 31 v 56 |
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. Shapovalov D. and Struff J.L. each carry the table against every opponent faced.