The Serb won his US Open first-rounder on Monday night over Damir Dzumhur.
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2021 |
Australian Open ATP
|
1/64 | James Duckworth |
3-6
2-6 4-6 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2019 |
US Open, Qualification WTA
|
1/64 | Na-Lae Han |
4-6
6-3 6-3 |
| 2019 |
Wimbledon WTA
|
1/32 | Coco Gauff |
6-3
6-3 |
| 2019 |
Wimbledon WTA
|
1/64 | Magdalena Rybarikova |
6-2
6-4 |
