Head to Head includes singles and doubles results.
| 09/13/22 | Spencer Cannold over Franklin Sirmans | 6-3; 7-6 | |
| 06/29/22 | Spencer Cannold over Franklin Sirmans | 6-2; 6-3 | |
| 06/28/22 | Spencer Cannold over Franklin Sirmans | 6-0; 6-7; 6-1 | |
| 03/10/22 | Spencer Cannold over Franklin Sirmans | 6-1; 6-3 | |
| 01/05/22 | Spencer Cannold over Franklin Sirmans | 6-0; 4-6; 7-5 | Playoff Match |
| 12/30/21 | Spencer Cannold over Franklin Sirmans | 7-5; 7-6 | |
| 12/17/21 | Spencer Cannold over Franklin Sirmans | 6-2; 6-4 | |
| 10/05/21 | Franklin Sirmans over Spencer Cannold |
4-6; 6-3; TB 10-4 |
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| 09/09/21 | Spencer Cannold over Franklin Sirmans | 6-4; 6-2 | |
| 08/17/21 | Spencer Cannold over Franklin Sirmans | 6-1; 6-1 | Playoff Match |
| 07/05/21 | Spencer Cannold over Franklin Sirmans | 6-3; 6-3 | |
| 05/18/21 | Spencer Cannold over Franklin Sirmans | 6-4; 6-2 | |
| 01/26/21 | Spencer Cannold over Franklin Sirmans | 6-4; 7-5 | |
| 12/28/20 | Spencer Cannold over Franklin Sirmans | 6-3; 6-2 | |
| 09/09/20 | Spencer Cannold over Franklin Sirmans | 6-1; 6-3 | |
| 07/06/20 | Spencer Cannold over Franklin Sirmans | 6-2; 7-6 | |
| 06/12/20 | Spencer Cannold over Franklin Sirmans | 6-3; 6-3 | |
| 05/09/20 | Spencer Cannold over Franklin Sirmans | 7-6; 6-2 | |
| 03/10/20 | Spencer Cannold over Franklin Sirmans | 6-1; 6-2 | |
| 02/05/20 | Spencer Cannold over Franklin Sirmans | 6-4; 7-5 | Playoff Match |
| 11/26/19 | Spencer Cannold over Franklin Sirmans | 6-4; 6-3 | |
| 10/12/19 | Spencer Cannold over Franklin Sirmans | 4-6; 7-5; 6-3 | |
| 09/24/19 | Spencer Cannold over Franklin Sirmans | 7-5; 6-3 | |
| 08/22/19 | Spencer Cannold over Franklin Sirmans | 6-3; 6-2 | |
| 08/05/19 | Franklin Sirmans over Spencer Cannold |
6-4; 2-6; TB 10-8 |
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| 07/03/19 | Spencer Cannold over Franklin Sirmans | 4-6; 6-4; 6-3 | |
| 02/07/19 | Spencer Cannold over Franklin Sirmans | 7-6; 6-3 | Playoff Match |
| 12/23/18 | Spencer Cannold over Franklin Sirmans | 6-3; 6-4 | |
| 11/09/18 | Franklin Sirmans over Spencer Cannold | 6-0; 2-6; 6-3 | |
| 10/16/18 | Spencer Cannold over Franklin Sirmans | 7-5; 6-4 |
