| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2018 |
Generali Open
|
Final | Martin Klizan |
6-2
6-2 |
| 2014 |
BMW Open
|
Quarter Finals | Martin Klizan |
6-7
6-1 1-6 |
| 2013 |
Brisbane International
Australia, Brisbane |
1/16 | Denis Istomin |
6-1
6-2 |
| 2009 |
Tashkent
|
Championship | Denis Istomin |
0-2
|
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2019 |
Delray Beach Open
|
1/8 | Adrian Mannarino |
6-2
7-6 |
| 2019 |
Delray Beach Open
|
1/16 | Denis Istomin |
7-6
6-2 |
| 2019 |
New York Open
|
1/8 | Reilly Opelka |
7-6
6-7 0-1 |
| 2019 |
New York Open
|
1/16 | Denis Istomin |
4-6
6-2 6-3 |
| 2019 |
Sofia Open
|
1/16 | Matteo Berrettini |
4-6
6-7 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2019 |
Rotterdam Open
|
1/16 | Marton Fucsovics |
6-7
4-6 |
| 2019 |
Sofia Open
|
Quarter Finals | Daniil Medvedev |
4-6
1-6 |
| 2019 |
Sofia Open
|
1/8 | Martin Klizan |
6-7
4-6 |
| 2019 |
Sofia Open
|
1/16 | Martin Klizan |
0-6
6-3 2-6 |
| 2019 |
Davis Cup Qualifying Round
|
Championship | Denis Shapovalov |
6-7
4-6 |
| 2019 |
Davis Cup Qualifying Round
|
Championship | Martin Klizan |
7-5
6-3 |
