Roger Federer choked, Andy Murray survived and Nick Kyrgios upset Novak Djokovic.
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2019 |
TEB BNP Paribas Istanbul Cup, Qualification
|
1/6 (Special Qual) | Kateryna Kozlova |
6-2
6-4 |
| 2019 |
TEB BNP Paribas Istanbul Cup, Qualification
|
1/12 (Special Qual) | Alexandra Dulgheru |
6-3
2-6 3-6 |
| 2019 |
Dubai Duty Free Tennis Championships, Qualification
|
1/16 | Jennifer Brady |
2-6
5-7 |
| 2019 |
Qatar Total Open, Qualification
|
1/16 | Lin Zhu |
6-4
1-6 4-6 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2020 |
Astana Open, Qualification
|
1/8 | Viktor Troicki |
6-0
6-4 |
| 2020 |
Istanbul
|
1/16 | Benjamin Bonzi |
6-2
4-1 |
| 2020 |
St. Petersburg Open
|
1/8 | Stan Wawrinka |
6-1
3-6 6-3 |
| 2020 |
St. Petersburg Open
|
1/16 | Evgeny Donskoy |
6-4
7-6 |
