The German won 6-4, 6-2 over the two-time Grand Slam finalist.
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2019 |
Bangkok
|
1/8 | Tobias Kamke |
6-3
0-6 4-6 |
| 2019 |
Bangkok
|
1/16 | Yuichi Sugita |
6-4
6-4 |
| 2019 |
Australian Open, Qualification ATP
|
1/32 | Lorenzo Sonego |
6-1
6-2 |
| 2019 |
Australian Open, Qualification ATP
|
1/64 | Yuichi Sugita |
6-7
6-2 4-6 |
| 2019 |
Noumea
|
1/16 | Yuichi Sugita |
6-4
1-6 6-2 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2019 |
Dubai Duty Free Tennis Championships, Qualification
|
1/16 | Zarina Diyas |
6-1
6-2 |
| 2019 |
Thailand Open
|
1/16 | Garbine Muguruza |
6-3
6-4 |
