| Round 1 |
| Alpha Gripz (2) | |
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| Band of DC brothers (1) | |
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| Alpha | Tolkowsky - Zak (30.5) | | | 1 | | 6-3,6-3 | | Bando | Gorman - Keen (39.1) |  |
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| Alpha | Combias - McConnell (31.2) | | | 2 | | 7-6,3-6,1-0 | | Bando | Caskin - Railey (44.9) | |
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| Alpha | Russo - Shehadi (34.3) | | | 3 | | 6-2,6-2 | | Bando | Kutko - Sullivan (54.2) | |
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| Kings of Rowayton (2) | |
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| Paddles O'Sullivan and the Foo (1) | |
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| Roway | Jantzen - Weaver (33.3) | | | 1 | | 7-5, 4-6, 1-0 (10-6) | | Paddl | Coyne - Young (34.7) | |
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| Roway | Salmore - Schmitz (35.4) | | | 2 | | 6-2, 6-4 | | Paddl | Greeley - O'Connor (42.3) | |
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| Roway | Heffern - Mccoy (45.2) | | | 3 | | 6-3, 6-3 | | Paddl | O'Sullivan - Stanton (42.5) | |
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| Round 2 |
| Alpha Gripz (3) | |
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| Kings of Rowayton (0) | |
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| Alpha | Russo - Zak (32.1) | | | 1 | | 6-0, 6-1 | | Roway | Heffern - Schmitz (37.0) | |
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| Alpha | Combias - McConnell (31.2) | | | 2 | | 6-2, 6-1 | | Roway | Mccoy - Weaver (37.7) | |
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| Alpha | Shehadi - Tolkowsky (32.7) | | | 3 | | 6-0, 6-2 | | Roway | Jantzen - Salmore (39.2) | |
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| Band of DC brothers (2) | |
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| Paddles O'Sullivan and the Foo (1) | |
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| Bando | Gorman - Keen (39.1) | | | 1 | | 6-3, 6-0 | | Paddl | Coyne - Greeley (32.7) | |
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| Bando | Caskin - Railey (44.9) | | | 2 | | 6-7,7-6,1-0 | | Paddl | Alper - Young (42.2) | |
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| Bando | Kutko - Weber (48.0) | | | 3 | | 6-1,7-5 | | Paddl | O'Connor - O'Sullivan (44.1) | |
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| Round 3 |
| Alpha Gripz (3) | |
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| Paddles O'Sullivan and the Foo (0) | |
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| Alpha | Russo - Zak (32.1) | | | 1 | | 6-4, 6-4 | | Paddl | Coyne - O'Sullivan (34.5) | |
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| Alpha | Combias - McConnell (31.2) | | | 2 | | 7-6, 6-3 | | Paddl | Alper - Greeley (40.2) | |
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| Alpha | Shehadi - Tolkowsky (32.7) | | | 3 | | 6-1, 7-6 | | Paddl | Stanton - Young (42.7) | |
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| Band of DC brothers (3) | |
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| Kings of Rowayton (0) | |
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| Bando | Gorman - Keen (39.1) | | | 1 | | 6-4,6-0 | | Roway | Jantzen - Weaver (33.3) | |
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| Bando | Caskin - Railey (44.9) | | | 2 | | 6-2,6-4 | | Roway | Salmore - Schmitz (35.4) | |
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| Bando | Kutko - Weber (48.0) | | | 3 | | 3-6,6-4,1-0 | | Roway | Heffern - Mccoy (45.2) | |
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