Head to Head includes singles and doubles results.
| 09/26/21 | Michael Frankel over Richard Bobbe | 4-6; 6-1; 6-2 | |
| 09/02/21 | Michael Frankel over Richard Bobbe | 6-3; 6-0 | Playoff Match |
| 07/31/21 | Richard Bobbe over Michael Frankel | 7-5; 7-5 | |
| 09/06/20 | Michael Frankel over Richard Bobbe | 6-2; 6-4 |
