Taylor Fritz dropped to No. 31 in the rankings while John Isner rose to No. 34.
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2019 |
Wimbledon, Qualification ATP
|
1/32 | Daniel Brands |
7-6
6-7 5-7 |
| 2019 |
Libema Open, Qualification
|
Quarter Finals | Tommy Paul |
5-7
4-6 |
| 2019 |
Libema Open, Qualification
|
1/8 | Daniel Brands |
4-6
2-6 |
| 2019 |
Surbiton
|
1/16 | Feliciano Lopez |
5-7
6-3 6-4 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2021 |
Madrid Open
|
Quarter Finals | Dominic Thiem |
3-6
6-3 6-4 |
| 2021 |
Madrid Open
|
1/8 | John Isner |
7-6
3-6 7-6 |
| 2021 |
Madrid Open
|
1/16 | John Isner |
4-6
7-6 6-7 |
| 2021 |
Madrid Open
|
1/32 | John Isner |
6-4
7-6 |
| 2021 |
Miami Open
|
1/8 | Roberto Bautista Agut |
3-6
6-4 6-7 |
| 2021 |
Miami Open
|
1/16 | John Isner |
6-7
6-7 |
| 2021 |
Miami Open
|
1/32 | John Isner |
6-2
3-6 5-7 |
| 2021 |
Mexican Open
|
1/8 | Stefanos Tsitsipas |
6-3
6-2 |
| 2021 |
Mexican Open
|
1/16 | John Isner |
6-4
6-3 |
