After taking daughter Olympia to the zoo, Serena edged Osaka in a friendly contest Friday.
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2019 |
Hungarian Open
|
1/16 | Filip Krajinovic |
2-6
7-6 5-7 |
| 2018 |
VTB Kremlin Cup
|
Quarter Finals | Andreas Seppi |
4-6
6-7 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2021 |
Rotterdam Open, Qualification
|
Quarter Finals | Cameron Norrie |
6-3
6-2 |
| 2021 |
Rotterdam Open, Qualification
|
1/8 | Andreas Seppi |
4-6
1-6 |
| 2021 |
Biella 2
|
Quarter Finals | Andreas Seppi |
4-6
5-7 |
| 2021 |
Biella 2
|
1/8 | Andreas Seppi |
6-7
3-6 |
| 2021 |
Biella 2
|
1/16 | Andreas Seppi |
2-6
6-4 5-7 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2021 |
Australian Open ATP
|
1/16 | Daniil Medvedev |
3-6
3-6 6-4 6-3 0-6 |
| 2021 |
Australian Open ATP
|
1/32 | Filip Krajinovic |
6-2
5-7 6-1 6-4 |
| 2021 |
Australian Open ATP
|
1/64 | Filip Krajinovic |
7-6
6-3 4-6 6-2 |
