| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2018 |
Delray Beach Open
|
1/8 | Steve Johnson |
6-2
6-4 |
| 2014 |
Swiss Indoors Basel
|
1/16 | Milos Raonic |
6-7
4-6 |
| 2014 |
Western & Southern Open
|
1/8 | Milos Raonic |
6-7
6-3 7-6 |
| 2014 |
Citi Open
|
Quarter Finals | Milos Raonic |
6-7
2-6 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2019 |
Las Vegas
|
Quarter Finals | Ernesto Escobedo |
4-6
7-6 6-7 |
| 2019 |
Fairfield
|
Final | Christopher O'connell |
4-6
4-6 |
| 2019 |
Fairfield
|
Quarter Finals | Steve Johnson |
6-1
6-1 |
| 2019 |
Fairfield
|
1/8 | Steve Johnson |
6-3
6-2 |
| 2019 |
Fairfield
|
1/16 | Steve Johnson |
7-6
6-4 |
| 2019 |
Rakuten Japan Open Tennis Championships, Qualification
|
1/8 | Yasutaka Uchiyama |
6-3
6-3 |
| 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 |
