After taking daughter Olympia to the zoo, Serena edged Osaka in a friendly contest Friday.
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2020 |
Internazionali BNL d'Italia
|
1/16 | Filip Krajinovic |
4-6
1-6 |
| 2019 |
Australian Open ATP
|
1/64 | Filip Krajinovic |
4-6
0-6 6-1 7-6 6-4 |
| 2017 |
Como
|
Semi Finals | Marco Cecchinato |
5-7
6-2 6-3 |
| 2017 |
Biella
|
Quarter Finals | Filip Krajinovic |
4-6
2-6 |
| 2017 |
Francavilla
|
1/8 | Marco Cecchinato |
6-4
4-6 7-6 |
| 2017 |
Barletta
|
1/8 | Marco Cecchinato |
6-4
3-6 4-6 |
| 2015 |
Rome2
|
Semi Finals | Filip Krajinovic |
5-7
4-6 |
| 2014 |
US Open, Qualification
|
1/32 | Filip Krajinovic |
6-4
6-4 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2021 |
Cordoba Open
|
1/8 | Diego Schwartzman |
6-2
6-2 |
| 2021 |
Cordoba Open
|
1/16 | Marco Cecchinato |
2-6
6-4 1-6 |
| 2021 |
Australian Open ATP
|
1/64 | Mackenzie McDonald |
3-6
6-3 6-2 6-2 |
| 2021 |
Murray River Open
|
1/32 | Marton Fucsovics |
7-6
6-3 |
| 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 |
