| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2019 |
US Open, Qualification ATP
|
1/64 | Dominik Koepfer |
6-1
6-1 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2019 |
Intrum Stockholm Open
|
Final | Denis Shapovalov |
6-4
6-4 |
| 2019 |
Intrum Stockholm Open
|
Semi Finals | Denis Shapovalov |
5-7
2-6 |
| 2019 |
Intrum Stockholm Open
|
Quarter Finals | Denis Shapovalov |
6-0
6-3 |
| 2019 |
Intrum Stockholm Open
|
1/8 | Denis Shapovalov |
6-4
7-6 |
| 2019 |
Shanghai Rolex Masters
|
1/16 | Novak Djokovic |
6-3
6-3 |
| 2019 |
Shanghai Rolex Masters
|
1/32 | Denis Shapovalov |
4-6
2-6 |
