| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2012 |
US Open
|
1/32 | Kei Nishikori |
2-6
2-6 4-6 |
| 2011 |
SAP Open
United States, California, San Jose |
Championship | Tim Smyczek |
4-6
6-3 1-6 |
| 2010 |
Farmers Classic, Qualification
|
Championship | Tim Smyczek |
6-3
6-4 |
| 2010 |
Sarasota
|
Championship | Kei Nishikori |
4-6
3-6 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2019 |
US Open ATP
|
1/16 | Alex de Minaur |
6-2
6-4 2-6 6-3 |
| 2019 |
US Open ATP
|
1/32 | Kei Nishikori |
2-6
6-4 3-6 5-7 |
| 2019 |
US Open ATP
|
1/64 | Kei Nishikori |
1-6
1-4 |
| 2019 |
Western & Southern Open
|
1/16 | Yoshihito Nishioka |
6-7
4-6 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2019 |
Citi Open
|
1/16 | Milos Raonic |
6-1
6-4 |
| 2019 |
Citi Open
|
1/32 | Tim Smyczek |
4-6
4-6 |
| 2019 |
Citi Open, Qualification
|
1/6 (Special Qual) | Tim Smyczek |
6-7
7-5 3-6 |
| 2019 |
Citi Open, Qualification
|
1/12 (Special Qual) | Tim Smyczek |
6-4
6-2 |
