| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2015 |
Malaysian Open
|
Quarter Finals | Benjamin Becker |
4-6
6-7 |
| 2009 |
Cremona
|
Championship | Benjamin Becker |
6-4
7-5 |
| 2009 |
Rhodes
|
Championship | Benjamin Becker |
2-6
3-6 |
| 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 |
|---|---|---|---|---|
| 2017 |
Wimbledon, Qualification
|
1/32 | Illya Marchenko |
3-6
7-6 6-4 |
| 2017 |
Wimbledon, Qualification
|
1/64 | Benjamin Becker |
6-3
3-6 4-6 |
| 2017 |
Gerry Weber Open, Qualification
|
1/8 | Mikhail Youzhny |
3-6
4-6 |
| 2017 |
Ricoh Open, Qualification
|
1/8 | Stefanos Tsitsipas |
6-7
6-3 7-5 |
