| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2018 |
China Open
|
Championship | ||
| 2017 |
Shanghai Rolex Masters
|
1/16 | Grigor Dimitrov |
6-3
3-6 6-7 |
| 2017 |
AEGON Championships
|
1/16 | Grigor Dimitrov |
6-3
6-1 |
| 2015 |
Abierto Mexicano Telcel
|
1/8 | Ryan Harrison |
7-5
4-6 6-0 |
| 2014 |
US Open
|
1/64 | Grigor Dimitrov |
6-2
7-6 6-2 |
| 2014 |
Wimbledon
|
1/64 | Grigor Dimitrov |
7-6
6-3 6-2 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2019 |
US Open, Qualification ATP
|
1/64 | Dominik Koepfer |
6-1
6-1 |
| 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 |
