| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2017 |
Miami Open
|
Quarter Finals | Fabio Fognini |
6-4
6-2 |
| 2016 |
Madrid Open
|
1/16 | Kei Nishikori |
2-6
6-3 5-7 |
| 2011 |
Australian Open
Australia, Victoria, Melbourne |
Championship | Kei Nishikori |
1-6
4-6 7-6 4-6 |
| 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 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2019 |
Davis Cup Finals, Group F
|
Championship | Fabio Fognini |
4-6
7-6 3-6 |
| 2019 |
Davis Cup Finals, Group F
|
Championship | Vasek Pospisil |
6-7
5-7 |
| 2019 |
Rolex Paris Masters
|
1/16 | Denis Shapovalov |
3-6
6-3 6-3 |
| 2019 |
Swiss Indoors Basel
|
1/8 | Filip Krajinovic |
6-2
6-4 |
| 2019 |
Swiss Indoors Basel
|
1/16 | Fabio Fognini |
2-6
4-6 |
