| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2013 |
Monte Carlo Rolex Masters
Monaco, Monte Carlo |
1/8 | Grigor Dimitrov |
6-2
6-4 |
| 2011 |
BMW Open
|
Championship | Florian Mayer |
6-7
6-3 4-6 |
| 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 |
|---|---|---|---|---|
| 2018 |
US Open ATP
|
1/64 | Borna Coric |
6-2
6-2 5-7 6-4 |
| 2018 |
German Tennis Championships
|
1/16 | Pablo Carreno Busta |
2-6
6-1 7-6 |
