Head to Head includes singles and doubles results.
| 09/29/20 | Jack Roman over Bill Keating | 6-3; 6-1 | |
| 09/21/20 | Jack Roman over Bill Keating | 6-7; 6-3; 7-6 | |
| 09/03/20 | Bill Keating over Jack Roman | 3-6; 6-0; 6-2 | |
| 08/23/20 | Bill Keating over Jack Roman |
6-3; 4-6; TB 10-6 |
