The 2017 Wimbledon semifinalist beat fellow American Mackenzie McDonald.
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2019 |
Intrum Stockholm Open
|
1/8 | Sam Querrey |
6-7
6-3 7-6 |
| 2017 |
Shanghai Rolex Masters
|
1/8 | Grigor Dimitrov |
3-6
6-7 |
| 2015 |
AEGON Championships
|
1/16 | Grigor Dimitrov |
6-4
3-6 4-6 |
| 2013 |
Citi Open
|
1/8 | Grigor Dimitrov |
6-3
6-2 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2020 |
Erste Bank Open
|
Quarter Finals | Daniel Evans |
6-7
6-4 3-6 |
| 2020 |
Erste Bank Open
|
1/8 | Grigor Dimitrov |
7-6
4-6 3-6 |
| 2020 |
Erste Bank Open
|
1/16 | Grigor Dimitrov |
7-6
6-3 |
| 2020 |
European Open
|
Semi Finals | Alex de Minaur |
7-6
6-7 6-4 |
| 2020 |
European Open
|
Quarter Finals | Grigor Dimitrov | |
| 2020 |
European Open
|
1/8 | Grigor Dimitrov |
4-6
6-3 6-4 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2021 |
Delray Beach Open
|
1/8 | Gianluca Mager |
7-6
6-1 |
| 2021 |
Delray Beach Open
|
1/16 | Sam Querrey |
3-6
4-6 |
| 2020 |
Roland Garros ATP
|
1/64 | Andrey Rublev |
7-6
7-6 5-7 4-6 3-6 |
