| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2018 |
US Open ATP
|
1/32 | Denis Shapovalov |
6-4
4-6 5-7 7-6 6-4 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2019 |
Davis Cup Finals, Final Stage
|
Championship | Rafael Nadal |
3-6
6-7 |
| 2019 |
Davis Cup Finals, Final Stage
|
Championship | Denis Shapovalov |
4-6
6-4 4-6 |
| 2019 |
Davis Cup Finals, Final Stage
|
Championship | Alex De Minaur |
3-6
6-3 7-5 |
| 2019 |
Davis Cup Finals, Group F
|
Championship | Denis Shapovalov |
6-7
3-6 |
| 2019 |
Davis Cup Finals, Group F
|
Championship | Denis Shapovalov |
6-7
7-6 6-7 |
| 2019 |
Rolex Paris Masters
|
Final | Novak Djokovic |
6-3
6-4 |
| 2019 |
Rolex Paris Masters
|
Semi Finals | Denis Shapovalov | |
| 2019 |
Rolex Paris Masters
|
Quarter Finals | Denis Shapovalov |
6-2
6-2 |
| 2019 |
Rolex Paris Masters
|
1/8 | Denis Shapovalov |
2-6
7-5 2-6 |
| 2019 |
Rolex Paris Masters
|
1/16 | Denis Shapovalov |
3-6
6-3 6-3 |
| 2019 |
Rolex Paris Masters
|
1/32 | Denis Shapovalov |
2-2
|
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2019 |
Rolex Paris Masters
|
1/16 | Radu Albot |
7-6
7-6 |
| 2019 |
Rolex Paris Masters, Qualification
|
1/6 (Special Qual) | Yoshihito Nishioka |
3-6
6-3 5-7 |
| 2019 |
Rolex Paris Masters, Qualification
|
1/12 (Special Qual) | Andreas Seppi |
6-7
5-7 |
