| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2015 |
ABN AMRO World Tennis Tournament
|
Quarter Finals | Milos Raonic |
6-2
3-6 4-6 |
| 2012 |
R. M. Keegan Championships
|
1/8 | Milos Raonic |
4-6
4-6 |
| 2010 |
Malaysian Open
Malaysia, Kuala Lumpur |
Championship | Milos Raonic |
7-6
6-7 3-6 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2019 |
Helsinki
|
Quarter Finals | Carlos Taberner |
6-7
3-6 |
| 2019 |
Helsinki
|
1/16 | Sergiy Stakhovsky |
6-4
1-2 |
| 2019 |
Bratislava 2
|
1/16 | Stefano Travaglia |
4-6
5-7 |
| 2019 |
Bratislava 2
|
1/32 | Sergiy Stakhovsky |
4-6
4-6 |
| 2019 |
Eckental
|
1/16 | Illya Marchenko |
4-6
6-7 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2019 |
Rolex Paris Masters
|
1/16 | Dominic Thiem |
6-7
7-5 4-6 |
| 2019 |
Rolex Paris Masters
|
1/32 | Milos Raonic |
3-6
2-6 |
| 2019 |
Erste Bank Open
|
1/16 | Hyeon Chung |
6-4
7-5 |
| 2019 |
Laver Cup
|
Championship | Alexander Zverev |
6-4
3-6 10-4 |
| 2019 |
Laver Cup
|
Championship | Rafael Nadal |
6-3
7-6 |
