| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2019 |
Rotterdam Open
|
1/8 | Denis Shapovalov |
4-6
3-6 |
| 2018 |
Internazionali BNL d'Italia
|
1/32 | Denis Shapovalov |
1-6
6-3 7-6 |
| 2017 |
AEGON Championships
|
1/8 | Tomas Berdych |
7-6
6-7 7-5 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2020 |
Open 13 Provence
|
Quarter Finals | Alexander Bublik |
7-5
4-6 6-3 |
| 2020 |
Open 13 Provence
|
1/8 | Denis Shapovalov |
4-6
6-4 2-6 |
| 2020 |
Rotterdam Open
|
1/16 | Grigor Dimitrov |
3-6
6-7 |
| 2020 |
Open Sud de France
|
1/8 | Vasek Pospisil |
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 |
