| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2010 |
Helsinki
|
Championship | Grigor Dimitrov |
6-7
5-7 |
| 2009 |
US Open, Qualification
|
Championship | Grigor Dimitrov |
6-3
7-5 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2019 |
Erste Bank Open
|
1/16 | Grigor Dimitrov |
6-3
7-5 |
| 2019 |
Intrum Stockholm Open
|
1/8 | Sam Querrey |
6-7
6-3 7-6 |
| 2019 |
China Open
|
1/16 | Andrey Rublev |
2-6
5-7 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2019 |
Hamburg
|
1/32 | Tobias Kamke |
4-6
2-6 |
| 2019 |
Intrum Stockholm Open, Qualification
|
1/8 | Alexei Popyrin |
7-5
7-6 |
| 2019 |
Mouilleron-Le-Captif
|
1/32 | Ramkumar Ramanathan |
6-2
6-7 4-6 |
