| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2010 |
Wimbledon, Qualification
|
Championship | Robert Kendrick |
6-4
6-2 |
| 2008 |
Knoxville
|
Championship | Filip Krajinovic |
5-7
6-4 6-3 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2019 |
Davis Cup Finals, Final Stage
|
Championship | Andrey Rublev |
1-6
2-6 |
| 2019 |
Davis Cup Finals, Group A
|
Championship | Filip Krajinovic |
5-7
6-7 |
| 2019 |
Davis Cup Finals, Group A
|
Championship | Filip Krajinovic |
6-2
6-4 |
| 2019 |
Swiss Indoors Basel
|
Quarter Finals | Stefanos Tsitsipas |
3-6
6-4 6-4 |
| 2019 |
Swiss Indoors Basel
|
1/8 | Filip Krajinovic |
6-2
6-4 |
| 2019 |
Swiss Indoors Basel
|
1/16 | Filip Krajinovic |
1-6
4-6 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2013 |
Sacramento
|
1/16 | Thanasi Kokkinakis |
6-7
3-6 |
| 2012 |
Panamacity
|
1/16 | Rogerio Dutra Silva |
3-6
0-3 |
