Head to Head includes singles and doubles results.
| 12/29/23 | Daniel Henao over Bobak Massoudi | 2-6; 6-1; 7-6 | |
| 12/27/23 | Daniel Henao over Bobak Massoudi | 1-6; 6-3; 7-6 | |
| 12/26/23 | Bobak Massoudi over Daniel Henao | 6-2; 6-2 | |
| 04/23/21 | Daniel Henao over Bobak Massoudi | 4-6; 6-4; 6-4 | Playoff Match |
| 03/30/21 | Daniel Henao over Bobak Massoudi | 6-2; 5-7; 6-4 |
