Head to Head includes singles and doubles results.
| 09/07/11 | Matthew Jackson over Jeffrey MacMonagle | 6-4; 4-6; 6-2 | Playoff Match |
| 07/13/11 | Matthew Jackson over Jeffrey MacMonagle | 2-6; 6-4; 6-4 | |
| 07/06/11 | Jeffrey MacMonagle over Matthew Jackson |
6-2; 6-7; TB 10-6 |
