Head to Head includes singles and doubles results.
| 06/20/19 | Brad Walkon over Dion Jaffee | 6-2; 6-2 | Playoff Match |
| 05/15/19 | Brad Walkon over Dion Jaffee | 7-6; 6-4 | |
| 12/13/18 | Brad Walkon over Dion Jaffee | 6-4; 4-6; 7-6 | |
| 11/10/18 | Brad Walkon over Dion Jaffee | 6-1; 6-2 | Playoff Match |
| 10/10/18 | Brad Walkon over Dion Jaffee | 6-2; 1-6; 6-3 | |
| 10/09/18 | Dion Jaffee over Brad Walkon |
2-6; 6-3; TB 10-4 |
