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