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| Match Date | Court | Home | Visiting | Score |
|---|---|---|---|---|
| 02/01/21 tbd |
1 | Patrick Marienthal | Anand Balasubrahmanyan | 6-2,6-3 |
| 02/01/21 tbd |
3 | Scott Monroe | Hugh Burnham | 7-5,2-6,6-4 |
| 02/06/21 tbd |
3 | Anand Balasubrahmanyan | Roberto Figueroa | 6-2,6-2 |
| 02/08/21 tbd |
1 | Roberto Figueroa | Jay Wickware | 6-3,6-0 |
| 02/21/21 tbd |
2 | John Bettink | Jay Wickware | 6-2,6-1 |
| 02/26/21 tbd |
1 | Jay Wickware | Scott Monroe | 2-6,6-1,6-4 |
| 02/26/21 tbd |
1 | Hugh Burnham | John Bettink | 6-2,1-6,1-0 |
| 03/01/21 tbd |
2 | Anand Balasubrahmanyan | John Bettink | 6-2,6-2 |
| 03/03/21 tbd |
2 | Roberto Figueroa | Scott Monroe | 4-6,6-2,1-0 |
| 03/13/21 tbd |
3 | Jay Wickware | Anand Balasubrahmanyan | 6-2,6-3 |
| 03/29/21 tbd |
2 | Scott Monroe | Anand Balasubrahmanyan | 6-4,6-1 |