| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2020 |
Delray Beach Open
|
Semi Finals | Reilly Opelka |
4-6
7-6 6-3 |
| 2020 |
Delray Beach Open
|
Quarter Finals | Milos Raonic |
6-7
3-6 |
| 2020 |
Delray Beach Open
|
1/8 | Milos Raonic |
5-7
3-6 |
| 2020 |
Delray Beach Open
|
1/16 | Milos Raonic |
2-6
2-6 |
| 2020 |
Australian Open ATP
|
Quarter Finals | Novak Djokovic |
4-6
3-6 6-7 |
| 2020 |
Australian Open ATP
|
1/8 | Milos Raonic |
6-4
6-3 7-5 |
| 2020 |
Australian Open ATP
|
1/16 | Milos Raonic |
5-7
4-6 6-7 |
| 2020 |
Australian Open ATP
|
1/32 | Milos Raonic |
3-6
4-6 2-6 |
| 2020 |
Australian Open ATP
|
1/64 | Milos Raonic |
2-6
1-6 3-6 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2010 |
Wimbledon
England, Wimbledon |
Championship | David Ferrer |
4-6
2-6 3-6 |
| 2010 |
Gerry Weber Open
Germany, Halle |
Championship | Andreas Beck |
6-2
3-6 7-6 |
| 2010 |
Gerry Weber Open
Germany, Halle |
Championship | Nicolas Kiefer |
4-6
6-1 7-5 |
| 2010 |
Mutua Madrilena Masters Madrid, Qualification
|
Championship | Filippo Volandri |
4-6
2-6 |
