| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2019 |
Italian Open
|
1/8 | Kei Nishikori |
6-3
6-7 3-6 |
| 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 |
Swiss Indoors Basel
|
1/8 | Jan-Lennard Struff |
3-6
4-6 |
| 2019 |
Swiss Indoors Basel
|
1/16 | Jan-Lennard Struff |
6-4
6-2 |
| 2019 |
European Open
|
1/8 | Frances Tiafoe |
6-3
6-4 |
| 2019 |
European Open
|
1/16 | Jan-Lennard Struff |
2-6
1-6 |
| 2019 |
Shanghai Rolex Masters
|
1/32 | Matteo Berrettini |
2-6
1-6 |
