| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2011 |
Legg Mason Tennis Classic
United States, District of Columbia, Washington |
Championship | Grigor Dimitrov |
6-4
6-7 6-7 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2019 |
Rolex Paris Masters
|
Semi Finals | Novak Djokovic |
7-6
6-4 |
| 2019 |
Rolex Paris Masters
|
Quarter Finals | Grigor Dimitrov |
2-6
5-7 |
| 2019 |
Rolex Paris Masters
|
1/8 | Grigor Dimitrov |
6-3
6-2 |
| 2019 |
Rolex Paris Masters
|
1/16 | Grigor Dimitrov |
5-7
3-6 |
| 2019 |
Rolex Paris Masters
|
1/32 | Grigor Dimitrov |
4-6
6-1 6-2 |
| 2019 |
Erste Bank Open
|
1/8 | Matteo Berrettini |
7-6
7-6 |
| 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 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2019 |
Citi Open
|
1/16 | Milos Raonic |
6-1
6-4 |
| 2019 |
Citi Open
|
1/32 | Tim Smyczek |
4-6
4-6 |
| 2019 |
Citi Open, Qualification
|
1/6 (Special Qual) | Tim Smyczek |
6-7
7-5 3-6 |
| 2019 |
Citi Open, Qualification
|
1/12 (Special Qual) | Tim Smyczek |
6-4
6-2 |
