| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2016 |
European Open
Belgium, Antwerp |
1/16 | Jan-Lennard Struff |
6-7
6-3 6-0 |
| 2015 |
Geneva Open
|
1/16 | Mikhail Youzhny |
7-6
7-6 |
| 2014 |
Australian Open
Australia, Victoria, Melbourne |
1/64 | Mikhail Youzhny |
6-1
6-4 6-2 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2018 |
St. Petersburg Open
|
1/8 | Roberto Bautista Agut |
6-7
6-3 3-6 |
| 2018 |
St. Petersburg Open
|
1/16 | Mikhail Youzhny |
6-7
4-6 |
| 2018 |
US Open ATP
|
1/64 | Marcos Baghdatis |
6-4
6-4 2-6 3-1 |
| 2018 |
Rogers Cup
|
1/16 | Robin Haase |
5-7
2-6 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2019 |
Swiss Indoors Basel
|
1/16 | Jan-Lennard Struff |
6-4
6-2 |
| 2019 |
European Open
|
1/8 | Frances Tiafoe |
6-3
6-4 |
| 2019 |
European Open
|
1/16 | Jan-Lennard Struff |
2-6
1-6 |
| 2019 |
Shanghai Rolex Masters
|
1/32 | Matteo Berrettini |
2-6
1-6 |
