| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2014 |
US Open
|
1/64 | Nick Kyrgios |
5-7
6-7 6-2 6-7 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2018 |
St. Petersburg Open
|
1/8 | Roberto Bautista Agut |
6-7
6-3 3-6 |
| 2018 |
St. Petersburg Open
|
1/16 | Mikhail Youzhny |
6-7
4-6 |
| 2018 |
US Open ATP
|
1/64 | Marcos Baghdatis |
6-4
6-4 2-6 3-1 |
| 2018 |
Rogers Cup
|
1/16 | Robin Haase |
5-7
2-6 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2020 |
Mexican Open
|
1/16 | Ugo Humbert |
3-6
- |
| 2020 |
Australian Open ATP
|
1/8 | Rafael Nadal |
6-3
3-6 7-6 7-6 |
| 2020 |
Australian Open ATP
|
1/16 | Nick Kyrgios |
6-2
7-6 6-7 6-7 7-6 |
| 2020 |
Australian Open ATP
|
1/32 | Nick Kyrgios |
6-2
6-4 4-6 7-5 |
| 2020 |
Australian Open ATP
|
1/64 | Nick Kyrgios |
6-2
7-6 7-6 |
