| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2019 |
Rotterdam Open
|
Quarter Finals | Stan Wawrinka |
6-4
7-6 |
| 2018 |
Rakuten Japan Open Tennis Championships
|
1/8 | Denis Shapovalov |
6-4
1-6 4-6 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2019 |
European Open
|
1/8 | Stan Wawrinka |
6-7
6-4 7-6 |
| 2019 |
US Open ATP
|
Quarter Finals | Daniil Medvedev |
6-7
3-6 6-3 1-6 |
| 2019 |
US Open ATP
|
1/8 | Stan Wawrinka |
4-6
5-7 1-2 |
| 2019 |
US Open ATP
|
1/16 | Stan Wawrinka |
6-4
7-6 7-6 |
| 2019 |
US Open ATP
|
1/32 | Stan Wawrinka |
6-4
6-3 6-7 6-3 |
| 2019 |
US Open ATP
|
1/64 | Stan Wawrinka |
6-3
7-6 4-6 6-3 |
| 2019 |
Western & Southern Open
|
1/16 | Andrey Rublev |
4-6
4-6 |
| 2019 |
Western & Southern Open
|
1/32 | Stan Wawrinka |
7-5
4-6 6-7 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2019 |
Shanghai Rolex Masters
|
1/16 | Novak Djokovic |
6-3
6-3 |
| 2019 |
Shanghai Rolex Masters
|
1/32 | Denis Shapovalov |
4-6
2-6 |
| 2019 |
Rakuten Japan Open Tennis Championships
|
1/8 | David Goffin |
7-6
7-6 |
| 2019 |
Rakuten Japan Open Tennis Championships
|
1/16 | Denis Shapovalov |
6-4
6-4 |
