Head to Head includes singles and doubles results.
| 03/21/19 | Benjamin Roese over Roger De Freitas | 6-1; 3-6; 6-2 | |
| 02/17/19 | Benjamin Roese over Roger De Freitas | 6-1; 6-3 | |
| 10/03/18 | Roger De Freitas over Benjamin Roese | 6-2; 1-6; 6-4 | |
| 05/27/17 | Benjamin Roese over Roger De Freitas | 5-7; 6-2; 6-4 | |
| 04/29/17 | Benjamin Roese over Roger De Freitas | 6-2; 6-3 |
