| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2017 |
US Open
|
1/32 | Alexandr Dolgopolov |
3-6
6-1 7-6 6-2 |
| 2015 |
Western & Southern Open
|
Quarter Finals | Alexandr Dolgopolov |
6-4
6-2 |
| 2014 |
Sony Open Tennis
United States, Florida, Miami |
Quarter Finals | Tomas Berdych |
4-6
6-7 |
| 2013 |
Rogers Cup
|
1/16 | Tomas Berdych |
6-3
6-4 |
| 2011 |
Rogers Cup Montreal
|
Championship | Tomas Berdych |
4-6
6-2 6-3 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2019 |
US Open ATP
|
1/64 | Jenson Brooksby |
1-6
6-2 4-6 4-6 |
| 2019 |
Winston-Salem Open
|
1/16 | Filip Krajinovic |
3-6
7-5 6-1 |
| 2019 |
Winston-Salem Open
|
1/32 | Tomas Berdych |
6-1
3-6 6-3 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2018 |
Internazionali BNL d'Italia
|
1/32 | Novak Djokovic |
6-1
6-3 |
