The Russian is on a roll, but expect the Canadian to give him all he can handle.
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2016 |
Indian Wells Masters
|
1/32 | Gilles Simon |
6-1
0-6 1-6 |
| 2016 |
Davis Cup 1. round
|
Championship | Gilles Simon |
7-5
6-3 6-3 |
| 2016 |
Australian Open
|
1/64 | Gilles Simon |
7-6
3-6 2-6 4-6 |
| 2013 |
Western & Southern Open
|
1/32 | Vasek Pospisil |
6-3
1-1 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2021 |
Australian Open ATP
|
1/64 | Daniil Medvedev |
2-6
2-6 4-6 |
| 2020 |
Sofia Open
|
Final | Jannik Sinner |
6-4
3-6 7-6 |
| 2020 |
Sofia Open
|
Semi Finals | Vasek Pospisil |
6-7
6-2 6-0 |
| 2020 |
Sofia Open
|
Quarter Finals | Vasek Pospisil |
3-6
2-6 |
| 2020 |
Sofia Open
|
1/8 | Vasek Pospisil |
6-3
6-4 |
| 2020 |
Sofia Open
|
1/16 | Vasek Pospisil |
6-2
5-7 7-6 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2021 |
Open Sud de France
|
1/16 | Dennis Novak |
7-6
1-6 6-3 |
| 2021 |
Australian Open ATP
|
1/64 | Stefanos Tsitsipas |
6-1
6-2 6-1 |
| 2021 |
Murray River Open
|
1/16 | Jeremy Chardy |
6-3
6-4 |
| 2021 |
Murray River Open
|
1/32 | Gilles Simon |
4-6
4-6 |
