| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2019 |
BNP Paribas Open
|
1/32 | Ivo Karlovic |
4-6
6-7 |
| 2016 |
Wimbledon
England, Wimbledon |
1/64 | Ivo Karlovic |
6-7
6-7 4-6 |
| 2015 |
BRD Nastase Tiriac Trophy
|
1/8 | Ivo Karlovic |
3-6
6-3 6-4 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2019 |
Shanghai Rolex Masters
|
1/32 | Andrey Rublev |
6-4
7-6 |
| 2019 |
Rakuten Japan Open Tennis Championships
|
1/16 | Taro Daniel |
6-4
4-6 7-6 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2019 |
Swiss Indoors Basel, Qualification
|
1/8 | Peter Gojowczyk |
6-2
6-4 |
| 2019 |
VTB Kremlin Cup
|
1/8 | Marin Cilic |
6-1
7-6 |
| 2019 |
VTB Kremlin Cup
|
1/16 | Ivo Karlovic |
6-4
6-7 7-6 |
| 2019 |
US Open ATP
|
1/64 | Frances Tiafoe |
2-6
3-6 2-1 |
