| 2024-25: Bolivar-Richburg [NY] vs. Canisteo-Greenwood [NY] (Jan 15, 2025) |
| 2024-25: 15th Annual Mark Stephens Wrestling Classic (Dec 7, 2024) |
| 2023-24: Bolivar-Richburg [NY] vs. Canisteo-Greenwood [NY] (Dec 12, 2023) |
| 2023-24: 14th Annual Mark Stephens Wrestling Classic (Dec 2, 2023) |
| 2022-23: Bolivar-Richburg [NY] vs. Canisteo-Greenwood [NY] (Jan 24, 2023) |
| 2022-23: 13th Annual Mark Stephens Wrestling Classic (Dec 3, 2022) |
| 2021-22: Bolivar-Richburg [NY] vs. Canisteo-Greenwood [NY] (Jan 4, 2022) |
| 2021-22: Mark Stephens Wrestling Classic (Dec 3-4, 2021) |
| 2020-21: Bolivar-Richburg [NY] vs. Canisteo-Greenwood [NY] (Feb 23, 2021) |
| 2019-2020: Bolivar-Richburg [NY] vs. Canisteo-Greenwood [NY] (Jan 28, 2020) |
| 2018-19: Bolivar-Richburg [NY] vs. Canisteo-Greenwood [NY] (Jan 15, 2019) |
| 2018-19: 54th Annual Campbell-Savona-Bradford Holiday Duals (Dec 14-15, 2018) |
| 2017-18: Bolivar-Richburg [NY] vs. Canisteo-Greenwood [NY] (Jan 16, 2018) |
| 2017-18: 53rd Annual Campbell-Savona-Bradford Holiday Duals (Dec 15-16, 2017) |
| 2016-17: Bolivar-Richburg [NY] vs. Canisteo-Greenwood [NY] (Jan 26, 2017) |
| 2016-17: 52nd Annual Campbell-Savona-Bradford Holiday Duals (Dec 16-17, 2016) |
| 2015-16: Bolivar-Richburg [NY] vs. Canisteo-Greenwood [NY] (Dec 15, 2015) |
| 2014-15: Bolivar-Richburg [NY] vs. Canisteo-Greenwood [NY] (Dec 16, 2014) |
| 2013-14: Bolivar-Richburg [NY] vs. Canisteo-Greenwood [NY] (Jan 14, 2014) |
| 2012-13: Bolivar-Richburg [NY] vs. Canisteo-Greenwood [NY] (Jan 24, 2013) |
| 2007-08: Bolivar-Richburg [NY] vs. Canisteo-Greenwood [NY] (Dec 11, 2007) |
| 2006-07: Bolivar-Richburg [NY] vs. Canisteo-Greenwood [NY] (Dec 12, 2006) |
