The former No. 3 has a big-name coach in his corner with few points to defend this season.
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2018 |
China Open
|
1/8 | Dusan Lajovic |
6-4
2-6 6-4 |
| 2016 |
Chengdu Open
China, Chengdu |
1/8 | Grigor Dimitrov |
7-6
6-4 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2019 |
Australian Open ATP
|
1/8 | Frances Tiafoe |
7-5
7-6 6-7 7-5 |
| 2019 |
Australian Open ATP
|
1/16 | Grigor Dimitrov |
7-6
6-4 6-4 |
| 2019 |
Australian Open ATP
|
1/32 | Grigor Dimitrov |
6-3
6-7 6-3 7-5 |
| 2019 |
Australian Open ATP
|
1/64 | Grigor Dimitrov |
4-6
6-3 6-1 6-4 |
| 2019 |
Brisbane International
|
Quarter Finals | Kei Nishikori |
5-7
5-7 |
| 2019 |
Brisbane International
|
1/8 | Grigor Dimitrov |
6-3
6-4 |
| 2018 |
Brisbane International
|
1/16 | Grigor Dimitrov |
6-3
6-4 |
| 2018 |
Rolex Paris Masters
|
1/8 | Marin Cilic |
7-6
6-4 |
| 2018 |
Rolex Paris Masters
|
1/16 | Grigor Dimitrov |
6-7
4-6 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2019 |
Rio Open
|
1/16 | Cameron Norrie |
2-6
1-6 |
| 2019 |
Argentina Open
|
1/16 | Leonardo Mayer |
3-6
6-7 |
