Head to Head includes singles and doubles results.
| 07/16/21 | Klaas Walhout over Jeff Ware | 6-3; 6-1 | Playoff Match |
| 06/16/21 | Jeff Ware over Klaas Walhout | 7-5; 6-3 | |
| 04/15/21 | Jeff Ware over Klaas Walhout | 6-3; 6-3 | |
| 10/13/20 | Jeff Ware over Klaas Walhout | 7-6; 6-1 | |
| 09/19/20 | Klaas Walhout over Jeff Ware | 6-7; 6-3; 7-6 | |
| 09/06/20 | Jeff Ware over Klaas Walhout | 6-4; 6-4 | |
| 08/09/20 | Klaas Walhout over Jeff Ware | 3-6; 6-3; 6-2 | |
| 07/13/20 | Jeff Ware over Klaas Walhout | 6-1; 6-3 |
