The Serb won his US Open first-rounder on Monday night over Damir Dzumhur.
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2021 |
Australian Open, Qualification ATP
|
1/16 | Kimmer Coppejans |
2-6
0-6 |
| 2021 |
Australian Open, Qualification ATP
|
1/64 | Damir Dzumhur |
5-7
6-3 6-2 |
| 2020 |
Astana Open
|
1/16 | Yuichi Sugita |
1-6
7-5 4-6 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2020 |
J&T Banka Ostrava Open
|
1/16 | Jelena Ostapenko |
6-3
6-1 |
| 2020 |
Roland Garros WTA
|
1/16 | Laura Siegemund |
7-6
3-6 0-6 |
| 2020 |
Roland Garros WTA
|
1/32 | Petra Martic |
6-7
7-5 6-3 |
| 2020 |
Roland Garros WTA
|
1/64 | Petra Martic |
7-6
7-5 |
| 2020 |
Internazionali BNL d'Italia
|
1/16 | Yulia Putintseva |
6-3
6-7 6-4 |
