| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2011 |
Australian Open, Qualification
|
Championship | Grigor Dimitrov |
6-7
6-3 6-1 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2020 |
Mexican Open
|
Semi Finals | Rafael Nadal |
6-3
6-2 |
| 2020 |
Mexican Open
|
Quarter Finals | Grigor Dimitrov |
4-6
4-6 |
| 2020 |
Mexican Open
|
1/8 | Grigor Dimitrov |
7-6
2-6 6-7 |
| 2020 |
Mexican Open
|
1/16 | Grigor Dimitrov |
3-6
3-6 |
| 2020 |
Rotterdam Open
|
1/8 | Felix Auger-Aliassime |
4-6
2-6 |
| 2020 |
Rotterdam Open
|
1/16 | Grigor Dimitrov |
3-6
6-7 |
| 2020 |
Open Sud de France
|
1/8 | Gregoire Barrere |
7-6
4-6 5-7 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2015 |
Alphen
|
1/16 | Tobias Kamke |
3-6
2-6 |
| 2015 |
Scheveningen
|
1/16 | Adrian Ungur |
6-7
3-6 |
| 2015 |
Topshelf Open, Qualification
|
1/8 | Pierre-Hugues Herbert |
6-3
6-4 |
| 2015 |
Topshelf Open, Qualification
|
1/16 | Thomas Schoorel |
6-2
3-6 6-3 |
