After taking daughter Olympia to the zoo, Serena edged Osaka in a friendly contest Friday.
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2014 |
Savannah
|
Quarter Finals | Filip Krajinovic |
6-3
6-4 |
| 2014 |
Sarasota
|
1/8 | Filip Krajinovic |
3-6
4-6 |
| 2014 |
Sony Open Tennis, Qualification
|
1/12 (Special Qual) | Alex Bogomolov Jr. |
6-1
6-1 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2021 |
Serbia Open
|
1/8 | Filip Krajinovic |
6-1
6-1 |
| 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 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2014 |
US Open, Qualification
|
1/32 | Tatsuma Ito |
6-3
6-2 |
| 2014 |
US Open, Qualification
|
1/64 | Alex Bogomolov Jr. |
2-6
4-6 |
| 2014 |
Aptos
|
1/16 | Juan Ignacio Londero |
6-3
6-1 |
| 2014 |
Vancouver
|
Quarter Finals | Ruben Bemelmans |
6-1
6-3 |
| 2014 |
Vancouver
|
1/8 | Alex Bogomolov Jr. |
3-6
2-6 |
| 2014 |
Vancouver
|
1/16 | Alex Bogomolov Jr. |
3-6
2-6 |
