| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2019 |
Shanghai Rolex Masters
|
Final | Daniil Medvedev |
6-4
6-1 |
| 2019 |
Shanghai Rolex Masters
|
Semi Finals | Alexander Zverev |
3-6
4-6 |
| 2019 |
Shanghai Rolex Masters
|
Quarter Finals | Alexander Zverev |
6-3
6-7 6-3 |
| 2019 |
Shanghai Rolex Masters
|
1/8 | Alexander Zverev |
6-0
7-6 |
| 2019 |
Shanghai Rolex Masters
|
1/16 | Alexander Zverev |
7-6
7-6 |
| 2019 |
China Open
|
Semi Finals | Stefanos Tsitsipas |
7-6
6-4 |
| 2019 |
China Open
|
Quarter Finals | Alexander Zverev |
6-7
2-6 |
| 2019 |
China Open
|
1/8 | Alexander Zverev |
3-6
1-6 |
| 2019 |
China Open
|
1/16 | Alexander Zverev |
3-6
2-6 |
| 2019 |
Laver Cup
|
Championship | Alexander Zverev |
6-4
3-6 10-4 |
| 2019 |
Laver Cup
|
Championship | John Isner |
7-6
4-6 1-10 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2019 |
US Open WTA
|
1/32 | Anastasija Sevastova |
6-3
1-6 3-6 |
| 2019 |
US Open WTA
|
1/64 | Iga Swiatek |
0-6
1-6 |
| 2019 |
Western & Southern Open
|
1/16 | Anett Kontaveit |
4-6
6-7 |
| 2019 |
Western & Southern Open
|
1/32 | Iga Swiatek |
6-7
1-6 |
| 2019 |
Western & Southern Open, Qualification
|
1/8 | Iga Swiatek |
4-6
6-3 4-6 |
| 2019 |
Western & Southern Open, Qualification
|
1/16 | Iga Swiatek |
2-6
7-6 4-6 |
