| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2019 |
US Open ATP
|
1/32 | Grigor Dimitrov |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2019 |
Davis Cup Finals, Group B
|
Championship | Karen Khachanov |
7-6
4-6 4-6 |
| 2019 |
Rolex Paris Masters
|
1/32 | Fernando Verdasco |
6-3
4-6 3-6 |
| 2019 |
Erste Bank Open
|
1/16 | Mikhail Kukushkin |
6-4
6-4 |
| 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 |
