The Serb won his US Open first-rounder on Monday night over Damir Dzumhur.
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2017 |
Shenzhen Open
|
Semi Finals | Alexandr Dolgopolov |
3-6
4-6 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2021 |
Australian Open ATP
|
1/64 | James Duckworth |
3-6
2-6 4-6 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2018 |
Internazionali BNL d'Italia
|
1/32 | Novak Djokovic |
6-1
6-3 |
