| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2013 |
ABN AMRO World Tennis Tournament, Qualification
|
1/8 | Daniel Brands |
6-2
7-6 |
| 2011 |
Roland Garros
France, Paris |
Championship | Mikhail Kukushkin |
2-6
4-6 4-6 |
| 2009 |
Bergamo
|
Championship | Mikhail Kukushkin |
5-7
6-2 6-4 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2021 |
Nur-Sultan
|
1/16 | Mackenzie McDonald |
5-7
5-7 |
| 2021 |
Australian Open ATP
|
1/64 | Dominic Thiem |
7-6
6-2 6-3 |
| 2021 |
Murray River Open
|
1/16 | Stan Wawrinka |
4-6
6-3 6-1 |
| 2021 |
Murray River Open
|
1/32 | Mikhail Kukushkin |
6-4
5-7 2-6 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2019 |
Wimbledon, Qualification ATP
|
1/32 | Daniel Brands |
7-6
6-7 5-7 |
| 2019 |
Libema Open, Qualification
|
Quarter Finals | Tommy Paul |
5-7
4-6 |
| 2019 |
Libema Open, Qualification
|
1/8 | Daniel Brands |
4-6
2-6 |
| 2019 |
Surbiton
|
1/16 | Feliciano Lopez |
5-7
6-3 6-4 |
