| Race | Team | Team | ||||||||||||
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| 4016 | Sail-Off | Chicago Yacht Club (48) | Loss | 1 | 5 | 6 | - | 2 | 3 | 4 | Win | Bench Warmers (43) |
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| 4015 | Sail-Off | Encinal (32) | Loss | 3 | 5 | 6 | - | 1 | 2 | 4 | Win | HYC (40) |
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| 4014 | Sail-Off | AYC Team Blue (39) | Win | 1 | 3 | 4 | - | 2 | 5 | 6 | Loss | Shenlan China (42) |
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| 4013 | Sail-Off | GBSA (24) | Loss | 4 | 5 | 6 | - | 1 | 2 | 3 | Win | The Silly Gooses (20) |
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| 4012 | Sail-Off | Blue Water China (41) | Win | 1 | 3 | 6 | - | 2 | 4 | 5 | Loss | Ed (38) |
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| 4011 | Sail-Off | Rhody (28) | Loss | 3 | 4 | 5 | - | 1 | 2 | 6 | Win | Clarkfleet Pink (1) |
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| 4010 | Sail-Off | ClarkFleet Green (3) | Loss | 3 | 4 | 6 | - | 1 | 2 | 5 | Win | Stranger Danger (19) |
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| 4009 | Sail-Off | Tackin Backwards (44) | Win | 2 | 3 | 5 | - | 1 | 4 | 6 | Loss | Salty Dawgs (36) |
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| 4008 | Sail-Off | Adios (2) | Win | 1 | 3 | 5 | - | 2 | 4 | 6 | Loss | Sail Maine (45) |
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| 4007 | Sail-Off | United-ish (22) | Win | 1 | 3 | 6 | - | 2 | 4 | 5 | Loss | Nor'easters (16) |
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| 4006 | Sail-Off | 3 Little Piggies (27) | Loss | 2 | 4 | 6 | - | 1 | 3 | 5 | Win | ClarkFleet (4) |
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| 4005 | Sail-Off | Knotty Bouys (35) | Loss | 2 | 4 | 6 | - | 1 | 3 | 5 | Win | Tack to the Future (26) |
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| 4004 | Sail-Off | RYGUYS (8) | Loss | 3 | 4 | 5 | - | 1 | 2 | 6 | Win | Omizzle (9) |
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| 4003 | Sail-Off | Clarkfleet White (33) | Win | 1 | 2 | 6 | - | 3 | 4 | 5 | Loss | ClarkFleet Black (6) |
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| 4002 | Sail-Off | AYC Team Red (21) | Loss | 3 | 4 | 6 | - | 1 | 2 | 5 | Win | Menaces (47) |
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| 4001 | Sail-Off | Ship Happens (13) | Loss | 3 | 4 | 6 | - | 1 | 2 | 5 | Win | The Vang Bangers (34) |
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