Despite 16 aces, Dimitrov failed to convert any of his three break-point chances.
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2012 |
Mons
|
Quarter Finals | Tobias Kamke |
6-3
6-3 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2020 |
Pau
|
Final | Ernests Gulbis |
3-6
4-6 |
| 2020 |
Pau
|
Semi Finals | Jerzy Janowicz |
4-6
7-6 6-7 |
| 2020 |
Pau
|
1/8 | Jerzy Janowicz |
6-4
6-7 6-3 |
| 2020 |
Pau
|
1/16 | Jerzy Janowicz |
4-6
4-6 |
| 2020 |
Pau
|
1/32 | Jerzy Janowicz |
4-6
5-7 |
| 2020 |
Quimper
|
1/16 | Quentin Halys |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2021 |
Biella
|
1/16 | Roberto Marcora |
3-6
5-7 |
| 2021 |
Quimper 2
|
1/8 | Tobias Kamke |
6-2
6-7 6-2 |
| 2021 |
Quimper 2
|
1/16 | Tobias Kamke |
5-7
6-4 6-4 |
| 2021 |
Australian Open, Qualification ATP
|
1/64 | Henri Laaksonen |
7-5
6-3 |
