| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2016 |
Monte Carlo Masters
|
1/8 | Milos Raonic |
3-6
6-4 6-7 |
| 2016 |
Miami Open
|
1/8 | Milos Raonic |
0-6
3-6 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2020 |
Davis Cup World Group 1 Playoff
|
Championship | Damir Dzumhur |
6-1
2-1 |
| 2020 |
Davis Cup World Group 1 Playoff
|
Championship | Damir Dzumhur |
7-6
7-5 |
| 2020 |
Mexican Open
|
1/16 | Grigor Dimitrov |
3-6
3-6 |
| 2020 |
Mexican Open, Qualification
|
Quarter Finals | Damir Dzumhur |
6-7
6-3 6-4 |
| 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 |
