Head to Head includes singles and doubles results.
| 06/18/11 | Olatide Ogunfiditimi over James Edmiston | 6-4; 6-4 | Playoff Match |
| 09/06/10 | Olatide Ogunfiditimi over James Edmiston | 3-6; 6-4; 7-5 | |
| 08/19/10 | Olatide Ogunfiditimi over James Edmiston | 6-4; 6-2 | |
| 06/26/09 | Olatide Ogunfiditimi over James Edmiston | 6-2; 6-2 | |
| 04/18/09 | Olatide Ogunfiditimi over James Edmiston | 7-5; 6-1 | |
| 11/01/08 | James Edmiston over Olatide Ogunfiditimi | 6-1; 6-0 | |
| 09/20/08 | Olatide Ogunfiditimi over James Edmiston |
4-6; 6-1; TB 10-4 |
