| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2019 |
Laver Cup
|
Championship | Roger Federer |
6-7
7-5 10-7 |
| 2018 |
US Open ATP
|
1/16 | Roger Federer |
4-6
1-6 5-7 |
| 2018 |
Mercedes Cup
|
Semi Finals | Roger Federer |
6-7
6-2 7-6 |
| 2017 |
Miami Open
|
Semi Finals | Roger Federer |
6-7
7-6 6-7 |
| 2017 |
BNP Paribas Open
|
Quarter Finals | Roger Federer | |
| 2015 |
Mutua Madrid Open
|
1/16 | Nick Kyrgios |
7-6
6-7 6-7 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2019 |
Zhuhai Championships
|
1/16 | Andreas Seppi |
6-7
1-6 |
| 2019 |
Laver Cup
|
Championship | Roger Federer |
6-7
7-5 10-7 |
| 2019 |
US Open ATP
|
1/16 | Andrey Rublev |
7-6
7-6 6-3 |
| 2019 |
US Open ATP
|
1/32 | Nick Kyrgios |
4-6
2-6 4-6 |
| 2019 |
US Open ATP
|
1/64 | Nick Kyrgios |
3-6
6-7 4-6 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2019 |
Nitto ATP World Tour Finals Final Stage
|
Championship | Stefanos Tsitsipas |
6-3
6-4 |
| 2019 |
Nitto ATP World Tour Finals, Group Bjorn Borg
|
Championship | Roger Federer |
4-6
3-6 |
| 2019 |
Nitto ATP World Tour Finals, Group Bjorn Borg
|
Championship | Roger Federer |
7-6
6-3 |
| 2019 |
Nitto ATP World Tour Finals, Group Bjorn Borg
|
Championship | Dominic Thiem |
5-7
5-7 |
