Head to Head includes singles and doubles results.
| 09/17/18 | Joe Greenfield over Louis De La Pena | 6-2; 6-3 | |
| 09/14/18 | Joe Greenfield over Louis De La Pena | 7-5; 7-5 | |
| 06/13/18 | Louis De La Pena over Joe Greenfield | 7-6; 6-4 | |
| 06/09/18 | Joe Greenfield over Louis De La Pena | 6-3; 6-2 | |
| 10/01/17 | Joe Greenfield over Louis De La Pena | 6-3; 4-6; 6-3 | |
| 08/30/17 | Joe Greenfield over Louis De La Pena | 6-3; 6-2 | |
| 07/13/17 | Joe Greenfield over Louis De La Pena | 7-6; 6-3 | |
| 07/03/17 | Joe Greenfield over Louis De La Pena | 6-2; 6-2 |
