The 2017 Wimbledon semifinalist beat fellow American Mackenzie McDonald.
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2017 |
Miami Open
|
1/32 | Sam Querrey |
6-2
6-3 |
| 2015 |
Western & Southern Open
|
1/16 | Tommy Robredo |
1-6
7-5 3-6 |
| 2014 |
Western & Southern Open
|
1/16 | Tommy Robredo |
2-6
4-6 |
| 2011 |
BNP Paribas Open
United States, California, Indian Wells |
Championship | Tommy Robredo |
1-6
3-6 |
| 2007 |
Australian Open
Australia, Victoria, Melbourne |
Championship | Tommy Robredo |
4-6
7-6 2-6 1-6 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2021 |
Australian Open, Qualification ATP
|
1/64 | Antoine Hoang |
6-1
7-5 |
| 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 |
