After taking daughter Olympia to the zoo, Serena edged Osaka in a friendly contest Friday.
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2010 |
MPS Group Championships, Qualification
|
Championship | Angela Haynes |
3-6
6-3 6-1 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2021 |
Serbia Open
|
1/16 | Filip Krajinovic |
7-5
5-7 6-3 |
| 2021 |
Monte Carlo Masters
|
1/8 | Fabio Fognini |
6-2
7-6 |
| 2021 |
Monte Carlo Masters
|
1/16 | Filip Krajinovic |
6-0
6-3 |
| 2021 |
Monte Carlo Masters
|
1/32 | Filip Krajinovic |
6-1
2-0 |
| 2021 |
Dubai Tennis Championships
|
1/8 | Lloyd Harris |
7-6
6-4 |
| 2021 |
Dubai Tennis Championships
|
1/16 | Filip Krajinovic |
5-7
4-6 |
