Dustin Brown and Tsvetana Pironkova won their Australian Open qualifying matches.
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2019 |
Citi Open
|
1/16 | Milos Raonic |
6-1
6-4 |
| 2019 |
Citi Open
|
1/32 | Tim Smyczek |
4-6
4-6 |
| 2019 |
Citi Open, Qualification
|
1/6 (Special Qual) | Tim Smyczek |
6-7
7-5 3-6 |
| 2019 |
Citi Open, Qualification
|
1/12 (Special Qual) | Tim Smyczek |
6-4
6-2 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2021 |
Australian Open, Qualification ATP
|
1/16 | Quentin Halys |
3-6
4-6 |
| 2021 |
Australian Open, Qualification ATP
|
1/64 | Robin Haase |
6-3
4-6 6-7 |
| 2020 |
Roland Garros, Qualification ATP
|
1/32 | Pedro Martinez Portero |
6-4
6-4 |
| 2020 |
Roland Garros, Qualification ATP
|
1/64 | Robin Haase |
6-1
7-5 |
