Head to Head includes singles and doubles results.
| 09/22/20 | Brent Yancey over Sam Anneken | 6-0; 6-3 | |
| 08/18/20 | Brent Yancey over Sam Anneken | 6-1; 6-4 | |
| 07/09/20 | Sam Anneken over Brent Yancey | 7-6; 2-1 Ret. | |
| 10/06/19 | Sam Anneken over Brent Yancey | 6-2; 6-1 | |
| 09/05/19 | Sam Anneken over Brent Yancey | 6-1; 6-3 |
