| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2019 |
Wimbledon ATP
|
1/8 | Kei Nishikori |
6-3
3-6 6-3 6-4 |
| 2018 |
Erste Bank Open
|
Semi Finals | Kei Nishikori |
6-4
6-3 |
| 2017 |
Banque Eric Sturdza Geneva Open
|
1/8 | Kei Nishikori |
4-6
3-6 |
| 2016 |
Indian Wells Masters
|
1/32 | Kei Nishikori |
3-6
3-6 |
| 2016 |
Memphis Open
|
Quarter Finals | Kei Nishikori |
6-2
6-4 |
| 2016 |
Brisbane International
|
1/8 | Kei Nishikori |
3-6
4-6 |
| 2012 |
Wimbledon
|
1/64 | Kei Nishikori |
7-5
6-3 6-4 |
| 2012 |
Open BancSabadell
|
1/16 | Kei Nishikori |
3-6
6-4 0-6 |
| 2011 |
Swiss Indoors Basel
|
Championship | Kei Nishikori |
6-4
5-7 6-4 |
| 2011 |
Western & Southern Financial Group Masters, Qualification
|
Championship | Kei Nishikori |
6-3
6-4 |
| 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 |
|---|---|---|---|---|
| 2020 |
Australian Open ATP
|
1/64 | Marc Polmans |
6-4
6-3 4-6 6-7 6-4 |
| 2020 |
Qatar Open
|
1/8 | Andrey Rublev |
4-6
2-6 |
| 2020 |
Qatar Open
|
1/16 | Mikhail Kukushkin |
0-6
3-6 |
| 2019 |
Davis Cup Finals, Group E
|
Championship | Kyle Edmund |
6-3
6-3 |
