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Owensboro Senior |
| | Date | Site | Winner | Score | Record |
| 10/08/1999 | Allen County-Scottsville | Owensboro Senior | 7-31 | 0-1-0 | |
| 10/06/2000 | Owensboro Senior | Owensboro Senior | 0-35 | 0-2-0 (Owensboro Senior has won 2 straight) | |
| Allen County-Scottsville longest streak: 0 straight | Owensboro Senior longest streak: 2 straight | |||