| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2015 |
Western & Southern Open, Qualification
|
1/7 (Special Qual) | Yen-Hsun Lu |
6-2
2-6 4-6 |
| 2013 |
Sony Open Tennis
|
1/32 | Mikhail Youzhny |
3-6
6-1 0-6 |
| 2011 |
Sony Ericsson Open
United States, Florida, Miami |
Championship | Mikhail Youzhny |
1-6
0-6 |
| 2007 |
Australian Open
Australia, Victoria, Melbourne |
Championship | Mikhail Youzhny |
5-7
4-6 4-6 |
| 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 |
|---|---|---|---|---|
| 2021 |
Australian Open ATP
|
1/64 | Reilly Opelka |
6-3
7-6 6-3 |
| 2020 |
Dubai Tennis Championships
|
1/16 | Yasutaka Uchiyama |
6-3
1-6 2-6 |
