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Portland (TN) |
| | Date | Site | Winner | Score | Record |
| 08/26/2005 | Portland (TN) | Portland (TN) | 0-16 | 0-1-0 | |
| 08/25/2006 | Greenwood | Portland (TN) | 7-10 | 0-2-0 (Portland (TN) has won 2 straight) | |
| 08/21/2009 | Portland (TN) | Greenwood | 43-0 | 1-2-0 | |
| 08/20/2010 | Greenwood | Greenwood | 37-7 | 2-2-0 (Greenwood has won 2 straight) | |
| Greenwood longest streak: 2 straight | Portland (TN) longest streak: 2 straight | |||