| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2018 |
BNP Paribas Open
|
Championship | ||
| 2015 |
Citi Open
|
1/8 | Kei Nishikori |
4-6
4-6 |
| 2014 |
US Open
|
1/16 | Kei Nishikori |
6-4
6-2 6-3 |
| 2013 |
Wimbledon
|
1/32 | Kei Nishikori |
7-6
6-4 6-2 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2019 |
Guayaquil
|
1/8 | Leonardo Mayer |
3-6
4-6 |
| 2019 |
Guayaquil
|
1/16 | Leonardo Mayer |
1-6
6-2 4-6 |
| 2019 |
Lima
|
1/16 | Leonardo Mayer |
2-6
3-6 |
| 2019 |
Santo Domingo
|
1/16 | Guilherme Clezar |
6-3
1-6 7-6 |
| 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 |
| 2019 |
Rogers Cup
|
1/16 | Richard Gasquet |
6-7
6-2 7-6 |
