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| Match Date | Court | Home | Visiting | Score |
|---|---|---|---|---|
| 05/16/21 tbd |
1 | Alex Schiavone | Robert Parsons | 6-1,6-2 |
| 05/16/21 tbd |
2 | Chase Mather | Mark Belson | 4-6,6-3,1-0 |
| 05/23/21 tbd |
1 | Eric Wiltrout | Mark Belson | DF |
| 05/23/21 tbd |
2 | Alex Schiavone | Peter Despres | 6-0,6-1 |
| 05/25/21 tbd |
3 | Gavyn Himstedt | Peter Despres | 6-1,6-0 |
| 05/27/21 tbd |
3 | Chase Mather | Gavyn Himstedt | 6-0,6-0 |
| 06/06/21 tbd |
1 | Mark Belson | Gavyn Himstedt | 6-0,6-1 |
| 06/06/21 tbd |
2 | Robert Parsons | Chase Mather | 6-2,6-4 |
| 06/08/21 tbd |
3 | Alex Schiavone | Chase Mather | 6-1,6-0 |
| 06/13/21 tbd |
1 | Peter Despres | Chase Mather | 6-1,6-1 |
| 06/13/21 tbd |
2 | Mark Belson | Alex Schiavone | 6-1,6-0 |
| 06/16/21 tbd |
1 | Gavyn Himstedt | Alex Schiavone | 6-3,6-3 |
| 06/27/21 tbd |
1 | Chase Mather | Eric Wiltrout | DF |
| 06/27/21 tbd |
3 | Peter Despres | Mark Belson | 6-0,6-0 |
| 07/19/21 tbd |
3 | Eric Wiltrout | Alex Schiavone | DF |