| Round 1 |
| Lenny's Circus (1) | |
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| Rob's Boston Paddle Team (2) | |
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| Burgh | Medvetz - Reifeis (13.5) | | | 1 | | 0-6, 6-3, 1-0 (8) | | RobB | Chapin - Pierce (19.6) |  |
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| Burgh | Brookhart - Dolan (28.6) | | | 2 | | 6-3, 4-6, 1-0 (13) | | RobB | Carter - Smith (26.9) | |
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| Burgh | Cain - Dykstra (32.1) | | | 3 | | 6-1, 6-4 | | RobB | Burnes - Garmey (33.9) | |
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| Penguins Posse (1) | |
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| URTC (2) | |
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| Pengu | Raho (CT) - Schwitter (33.1) | | | 1 | | 6-2,7-6 | | URTC | Malbin - Tessier (26.6) | |
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| Pengu | Arciero - Bolduc (33.8) | | | 2 | | 6-1,6-3 | | URTC | (pairing unknown) | |
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| Pengu | Arciero - Raho (34.5) | | | 3 | | 6-3,7-5 | | URTC | Foster - Leung (42.6) | |
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| Round 2 |
| Lenny's Circus (2) | |
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| URTC (1) | |
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| Burgh | Medvetz - Reifeis (13.5) | | | 1 | | 6-4,6-0 | | URTC | Malbin - Tessier (26.6) | |
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| Burgh | Brookhart - Dolan (28.6) | | | 2 | | 6-4,6-3 | | URTC | (pairing unknown) | |
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| Burgh | Cain - Dykstra (32.1) | | | 3 | | 7-6 (3), 7-5 | | URTC | Foster - Leung (42.6) | |
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| Penguins Posse (0) | |
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| Rob's Boston Paddle Team (3) | |
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| Pengu | Arciero - Arciero (26.2) | | | 1 | | 6-1, 6-3 | | RobB | Chapin - Pierce (19.6) | |
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| Pengu | Bolduc - Schwitter (36.6) | | | 2 | | 6-0,6-4 | | RobB | Carter - Smith (26.9) | |
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| Pengu | Raho - Raho (CT) (38.6) | | | 3 | | 6-2,6-3 | | RobB | Burnes - Garmey (33.9) | |
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| Round 3 |
| Lenny's Circus (3) | |
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| Penguins Posse (0) | |
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| Burgh | Dolan - Reifeis (19.6) | | | 1 | | 6-2, 6-0 | | Pengu | Arciero - Schwitter (29.0) | |
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| Burgh | Brookhart - Medvetz (22.5) | | | 2 | | 6-0,6-3 | | Pengu | Bolduc - Raho (CT) (32.9) | |
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| Burgh | Cain - Dykstra (32.1) | | | 3 | | 6-2, 7-5 | | Pengu | Arciero - Raho (39.5) | |
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| Rob's Boston Paddle Team (2) | |
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| URTC (1) | |
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| RobB | Chapin - Pierce (19.6) | | | 1 | | 6-3, 6-1 | | URTC | Malbin - Tessier (26.6) | |
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| RobB | Carter - Smith (26.9) | | | 2 | | 6-3, 1-6, 1-0 (11-9) | | URTC | (pairing unknown) | |
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| RobB | Burnes - Garmey (33.9) | | | 3 | | 7-5, 6-0 | | URTC | Foster - Leung (42.6) | |
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