After taking daughter Olympia to the zoo, Serena edged Osaka in a friendly contest Friday.
| 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 |
| 2020 |
Rolex Paris Masters
|
1/32 | Feliciano Lopez |
6-7
1-6 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2014 |
Collector Swedish Open, Qualification
|
1/6 (Special Qual) | Anett Kontaveit |
6-4
2-6 6-1 |
| 2014 |
Collector Swedish Open, Qualification
|
1/12 (Special Qual) | Eva Birnerova |
7-5
3-6 6-3 |
| 2014 |
Wimbledon, Qualification WTA
|
1/48 (Special Qual) | Lesia Tsurenko |
6-3
7-6 |
| 2014 |
Roland Garros, Qualification WTA
|
1/48 (Special Qual) | Grace Min |
2-6
3-6 |
