Stadium: Carl Smith Stadium Round: 1
| NCAAF | 2023/10/14 18:00 | Tusculum Pioneers v Virginia Wise Highland Cavaliers | L | 35-7 |
| NCAAF | 2022/10/15 16:00 | Virginia Wise Highland Cavaliers v Tusculum Pioneers | L | 9-10 |
| NCAAF | 2021/10/16 17:30 | Tusculum Pioneers v Virginia Wise Highland Cavaliers | L | 37-21 |
| NCAAF | 2019/10/19 17:00 | Virginia Wise Highland Cavaliers v Tusculum Pioneers | L | 19-21 |
| NCAAF | 2024/10/26 18:00 | Virginia Wise Highland Cavaliers v Mars Hill Lions | L | 17-31 |
| NCAAF | 2024/10/19 17:00 | Carson–Newman Eagles v Virginia Wise Highland Cavaliers | L | 35-23 |
| NCAAF | 2024/10/12 18:00 | Virginia Wise Highland Cavaliers v Anderson Trojans | L | 13-20 |
| NCAAF | 2024/10/05 18:00 | Virginia Wise Highland Cavaliers v Wingate Bulldogs | L | 0-33 |
| NCAAF | 2024/09/21 18:00 | Virginia Wise Highland Cavaliers v Catawba College | W | 31-28 |
| NCAAF | 2024/09/14 19:00 | Concord University Mountain Lions v Virginia Wise Highland Cavaliers | W | 0-28 |
| NCAAF | 2024/09/07 21:30 | East Tennessee State v Virginia Wise Highland Cavaliers | L | 61-0 |
| NCAAF | 2023/11/11 17:00 | Virginia Wise Highland Cavaliers v Wingate Bulldogs | L | 0-27 |
| NCAAF | 2024/10/26 17:00 | Tusculum Pioneers v Anderson Trojans | W | 30-28 |
| NCAAF | 2024/10/19 18:30 | Mars Hill Lions v Tusculum Pioneers | L | 30-3 |
| NCAAF | 2024/10/12 18:00 | Tusculum Pioneers v Emory And Henry Wasps | L | 21-23 |
| NCAAF | 2024/10/05 17:00 | Tusculum Pioneers v Limestone Saints | L | 21-49 |
| NCAAF | 2024/09/29 19:00 | Lenoir Rhyne Bears v Tusculum Pioneers | L | 37-23 |
| NCAAF | 2024/09/21 17:00 | Tusculum Pioneers v Newberry Wolves | L | 20-50 |
| NCAAF | 2024/09/07 23:00 | West Alabama Tigers v Tusculum Pioneers | L | 45-9 |
| NCAAF | 2023/11/11 21:00 | Tusculum Pioneers v Lenoir Rhyne Bears | L | 7-48 |