Head to Head includes singles and doubles results.
| 04/15/17 | Jay Glaser over James Brown | 6-4; 7-5 | |
| 09/18/16 | Jay Glaser over James Brown | 6-2; 6-7; 6-2 | |
| 07/07/15 | James Brown over Jay Glaser | 4-6; 6-2; 6-3 | |
| 08/04/13 | Jay Glaser over James Brown | 7-6; 6-1 |
