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| All Schools |
| All Sports |
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| Soccer - Boys | | 9.06.2023 – Shead 2, Searsport 1 |
| 9.12.2023 – Calais 5, Shead 2 |
| 9.25.2023 – Searsport 3, Shead 1 |
| 9.29.2023 – Shead 3, Vinalhaven 0 |
| 9.30.2023 – Shead 4, Vinalhaven 0 |
| 10.02.2023 – Greenville 9, Shead 1 |
| 10.04.2023 – Shead 8, East Grand 0 |
| 10.05.2023 – Greenville 8, Shead 0 |
| 10.07.2023 – Schenck/Stearns 8, Shead 0 |
| 10.10.2023 – Southern Aroostook 7, Shead 5 |
| 10.12.2023 – Calais 6, Shead 1 |
| 10.14.2023 – Shead 3, Southern Aroostook 1 |
| 10.16.2023 – Schenck/Stearns 8, Shead 0 |
| 10.25.2023 – Dexter 5, Shead 1 |
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