After taking daughter Olympia to the zoo, Serena edged Osaka in a friendly contest Friday.
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2013 |
Casablanca
|
Quarter Finals | Filip Krajinovic |
6-7
|
| 2010 |
Trnava
|
Championship | Filip Krajinovic |
6-7
|
| 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 |
| 2020 |
Rolex Paris Masters
|
1/32 | Feliciano Lopez |
6-7
1-6 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2014 |
Trnava
|
Quarter Finals | Andreas Haider-Maurer |
5-7
6-7 |
| 2014 |
Trnava
|
1/8 | Jan Hajek |
1-6
5-7 |
| 2014 |
Trnava
|
1/16 | Jan Hajek |
6-4
6-4 |
| 2014 |
Biella
|
Quarter Finals | Marco Cecchinato |
1-6
3-6 |
| 2014 |
Biella
|
1/8 | Jan Hajek |
3-6
1-6 |
| 2014 |
Genova
|
1/8 | Aljaz Bedene |
4-6
4-6 |
| 2014 |
Genova
|
1/16 | Jan Hajek |
7-5
6-4 |
