Head to Head includes singles and doubles results.
| 10/05/22 | Greg Laurenson over Jesse Fleming | 7-5; 6-3 | |
| 07/11/22 | Greg Laurenson over Jesse Fleming | 6-3; 6-2 | |
| 06/04/22 | Jesse Fleming over Greg Laurenson | 6-2; 6-4 | |
| 07/29/21 | Jesse Fleming over Greg Laurenson | 6-1; 6-1 |
