| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2019 |
Roland Garros ATP
|
1/32 | Kei Nishikori |
4-6
6-4 6-4 6-4 |
| 2016 |
BNP Paribas Masters
France, Paris |
1/8 | Jo-Wilfried Tsonga |
6-0
3-6 6-7 |
| 2016 |
Australian Open
|
1/8 | Kei Nishikori |
4-6
2-6 4-6 |
| 2015 |
Roland Garros
|
Quarter Finals | Jo-Wilfried Tsonga |
1-6
4-6 6-4 6-3 3-6 |
| 2014 |
BNP Paribas Masters
|
1/8 | Kei Nishikori |
1-6
6-4 4-6 |
| 2013 |
BNP Paribas Masters
|
1/16 | Kei Nishikori |
1-6
7-6 7-6 |
| 2013 |
Shanghai Rolex Masters
|
1/8 | Jo-Wilfried Tsonga |
6-7
0-6 |
| 2012 |
Australian Open
Australia, Victoria, Melbourne |
1/8 | Kei Nishikori |
2-6
6-2 6-1 3-6 6-3 |
| 2011 |
Shanghai Rolex Masters
China, Shanghai |
Championship | Kei Nishikori |
6-7
6-4 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 | Alexei Popyrin |
6-7
6-2 6-1 - |
| 2020 |
Qatar Open
|
1/8 | Miomir Kecmanovic |
7-6
6-1 |
| 2019 |
Davis Cup Finals, Group A
|
Championship | Filip Krajinovic |
5-7
6-7 |
| 2019 |
Davis Cup Finals, Group A
|
Championship | Jo-Wilfried Tsonga |
6-2
6-1 |
