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Henderson County |
| | Date | Site | Winner | Score | Record |
| 12/07/1996 | Shelby County | Henderson County | 70-73 | 0-1 | |
| 02/14/2013 | Henderson County | Bowling Green | 59-49 OT | 1-1 | |
| 02/20/2014 | Bowling Green | Bowling Green | 73-49 | 2-1 (Bowling Green has won 2 straight) | |
| 12/12/2014 | Henderson County | Henderson County | 57-63 | 2-2 | |
| 12/11/2015 | Bowling Green | Bowling Green | 66-45 | 3-2 | |
| 11/29/2022 | Henderson County | Bowling Green | 77-74 2OT | 4-2 (Bowling Green has won 2 straight) | |
| 01/06/2024 | Bowling Green | Bowling Green | 68-56 | 5-2 (Bowling Green has won 3 straight) | |
| 02/17/2025 | Henderson County | Henderson County | 57-63 | 5-3 | |
| Bowling Green longest streak: 3 straight | Henderson County longest streak: 1 straight | |||