| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2016 |
Rogers Cup
Canada, Ontario, Toronto |
1/32 | Denis Shapovalov |
7-6
3-6 6-3 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2019 |
Open 13 Provence
|
1/8 | Mikhail Kukushkin |
6-4
7-6 |
| 2019 |
Rotterdam Open
|
Quarter Finals | Stan Wawrinka |
6-4
7-6 |
| 2019 |
Rotterdam Open
|
1/8 | Denis Shapovalov |
4-6
3-6 |
| 2019 |
Rotterdam Open
|
1/16 | Denis Shapovalov |
5-7
3-6 |
| 2019 |
Open Sud de France
|
Quarter Finals | Pierre-Hugues Herbert |
7-5
7-6 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2019 |
Delray Beach Open
|
1/16 | Nick Kyrgios |
6-4
6-7 7-6 |
| 2019 |
Australian Open ATP
|
1/64 | Milos Raonic |
4-6
6-7 4-6 |
