| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2019 |
Australian Open ATP
|
1/16 | Kei Nishikori |
6-7
1-6 2-6 |
| 2017 |
Argentina Open
|
Quarter Finals | Kei Nishikori |
6-1
6-4 |
| 2016 |
Rakuten Japan Open Tennis Championships
Japan, Tokyo |
1/8 | Joao Sousa |
4-3
|
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2020 |
Dubai Tennis Championships
|
1/16 | Filip Krajinovic |
6-4
3-6 3-6 |
| 2020 |
Rotterdam Open
|
1/16 | Gael Monfils |
6-3
6-2 |
| 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 |
