The 23-year-old avoided the upset bug, as Zverev, Dimitrov and Goffin all crashed out.
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2018 |
Rogers Cup
|
Quarter Finals | Kevin Anderson |
2-6
2-6 |
| 2016 |
Stockholm Open
Sweden, Stockholm |
Quarter Finals | Grigor Dimitrov |
6-7
7-5 2-6 |
| 2014 |
Rogers Cup
|
Quarter Finals | Grigor Dimitrov |
7-5
5-7 6-7 |
| 2014 |
Abierto Mexicano Telcel
Mexico, Acapulco |
Final | Grigor Dimitrov |
6-7
6-3 6-7 |
| 2012 |
Wimbledon
|
1/64 | Grigor Dimitrov |
5-7
6-7 7-6 3-6 |
| 2012 |
AEGON Championships
|
Quarter Finals | Grigor Dimitrov |
4-6
6-4 6-3 |
| 2012 |
SAP Open
United States, California, San Jose |
1/16 | Kevin Anderson |
6-2
6-7 6-7 |
| 2011 |
AEGON International
England, Eastbourne |
Championship | Grigor Dimitrov |
6-3
6-2 |
| 2009 |
Todi
|
Championship | Kevin Anderson |
6-3
6-4 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2021 |
Miami Open
|
1/64 | Damir Dzumhur |
6-7
5-7 |
| 2021 |
Australian Open ATP
|
1/64 | Matteo Berrettini |
6-7
5-7 3-6 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2021 |
Miami Open
|
1/32 | Cameron Norrie |
5-7
5-7 |
| 2021 |
Mexican Open
|
Quarter Finals | Lorenzo Musetti |
6-4
7-6 |
| 2021 |
Mexican Open
|
1/8 | Grigor Dimitrov |
4-6
2-6 |
| 2021 |
Mexican Open
|
1/16 | Grigor Dimitrov |
4-6
0-3 |
