| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2018 |
Australian Open ATP
|
1/32 | Jo-Wilfried Tsonga |
6-3
3-6 6-1 6-7 5-7 |
| 2017 |
US Open
|
1/32 | Denis Shapovalov |
4-6
4-6 6-7 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2020 |
Rotterdam Open
|
1/16 | Grigor Dimitrov |
3-6
6-7 |
| 2020 |
Open Sud de France
|
1/8 | Vasek Pospisil |
6-2
6-3 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2020 |
Australian Open ATP
|
1/64 | Alexei Popyrin |
6-7
6-2 6-1 - |
| 2020 |
Qatar Open
|
1/8 | Miomir Kecmanovic |
7-6
6-1 |
| 2019 |
Davis Cup Finals, Group A
|
Championship | Filip Krajinovic |
5-7
6-7 |
| 2019 |
Davis Cup Finals, Group A
|
Championship | Jo-Wilfried Tsonga |
6-2
6-1 |
