It was a roller coaster in every sense of the word.
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2017 |
Mutua Madrid Open
|
1/8 | Alexander Zverev |
4-6
4-6 |
| 2016 |
St. Petersburg Open
Russia, St. Petersburg |
Semi Finals | Alexander Zverev |
4-6
4-6 |
| 2016 |
Wimbledon
England, Wimbledon |
1/16 | Tomas Berdych |
3-6
4-6 6-4 1-6 |
| 2016 |
Davis Cup 1. round
|
Championship | Tomas Berdych |
6-7
6-1 6-4 6-7 4-6 |
| 2016 |
Open 13
|
1/8 | Tomas Berdych |
3-6
6-3 5-7 |
| 2015 |
if...Stockholm Open
|
1/8 | Tomas Berdych |
6-3
6-4 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2019 |
US Open ATP
|
1/64 | Jenson Brooksby |
1-6
6-2 4-6 4-6 |
| 2019 |
Winston-Salem Open
|
1/16 | Filip Krajinovic |
3-6
7-5 6-1 |
| 2019 |
Winston-Salem Open
|
1/32 | Tomas Berdych |
6-1
3-6 6-3 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2021 |
Australian Open ATP
|
Quarter Finals | Novak Djokovic |
6-7
6-2 6-4 7-6 |
| 2021 |
Australian Open ATP
|
1/8 | Alexander Zverev |
4-6
6-7 3-6 |
| 2021 |
Australian Open ATP
|
1/16 | Alexander Zverev |
3-6
3-6 1-6 |
| 2021 |
Australian Open ATP
|
1/32 | Alexander Zverev |
5-7
4-6 3-6 |
| 2021 |
Australian Open ATP
|
1/64 | Alexander Zverev |
7-6
6-7 3-6 2-6 |
| 2021 |
ATP Cup, Final Stage
|
Championship | Daniil Medvedev |
6-3
3-6 5-7 |
| 2021 |
ATP Cup, Group A
|
Championship | Novak Djokovic |
6-7
6-2 7-5 |
| 2021 |
ATP Cup, Group A
|
Championship | Alexander Zverev |
6-7
6-3 7-6 |
