Southwestern football
| YEAR | SCHOOL | CONFERENCE WINS/LOSSES | OVERALL WINS/LOSSES |
| 1969 | Southwestern | 5-0 | 7-3 |
| Calhoun | 3-2 | 5-4 | |
| Greenfield | 2-3 | 4-4 | |
| Winchester | 2-3 | 3-7 | |
| Carrollton | 2-3 | 4-5 | |
| North Greene | 1-4 | 1-6-1 | |
| 1968 | Winchester | 4-1 | 7-2 |
| Southwestern | 4-1 | 7-2 | |
| Greenfield | 4-1 | 7-1 | |
| North Greene | 2-3 | 2-6-1 | |
| Carrollton | 1-4 | 4-5 | |
| Calhoun | 0-5 | 1-8 | |
| 1967 | Southwestern | 4-0-2 | 7-0-2 |
| Carrollton | 4-1-1 | 6-2-1 | |
| Greenfield | 3-1-2 | 5-1-2 | |
| Winchester | 3-2-1 | 4-4-1 | |
| North Greene | 2-3-1 | 3-5-1 | |
| Calhoun | 1-5 | 2-7 | |
| Pleasant Hill | 0-5-1 | 3-5-1 | |
| 1966 | North Greene | 5-1 | 6-3 |
| Greenfield | 4-1-1 | 6-1-1 | |
| Winchester | 4-2 | 5-4 | |
| Southwestern | 3-2-1 | 3-5-1 | |
| 1965 | Winchester | 5-0-1 | 7-0-2 |
| Pleasant Hill | 4-1-1 | 7-1-1 | |
| Greenfield | 3-3 | 5-3-1 | |
| North Greene | 3-3 | 4-4-1 | |
| Southwestern | 2-3-1 | 2-5-1 | |
| Carrollton | 1-4-1 | 2-6-1 | |
| Calhoun | 1-5 | 2-7 | |
| 1964 | Southwestern | 6-0 | 8-0-1 |
| Pleasant Hill | 4-1-1 | 7-1-1 | |
| Carrollton | 3-2-1 | 4-3-1 | |
| Winchester | 2-2-2 | 4-3-2 | |
| Greenfield | 2-3-1 | 5-3-1 | |
| North Greene | 1-4-1 | 1-6-1 | |
| Calhoun | 0-6 | 2-7 | |
| 1963 | Pleasant Hill | 5-0-1 | 8-0-1 |
| Southwestern | 5-0-1 | 7-0-1 | |
| Greenfield | 4-2 | 5-3 | |
| North Greene | 3-3 | 4-4-1 | |
| Calhoun | 2-4 | 3-6 | |
| Carrollton | 1-5 | 1-7 | |
| Winchester | 0-6 | 1-7 | |
| 1962 | Winchester | 6-1 | 7-2 |
| Southwestern | 5-2 | 5-3 | |
| Carrollton | 5-2 | 6-3 | |
| Pleasant Hill | 4-3 | ||
| Calhoun | 3-3-1 | 4-4-1 | |
| Roodhouse | 3-3-1 | ||
| White Hall | 1-6 | ||
| Greenfield | 0-7 | 0-9 | |
| 1961 | Greenfield | 7-0 | 8-1 |
| Southwestern | 6-1 | 8-2 | |
| Winchester | 4-3 | 5-4 | |
| Carrollton | 4-3 | 5-4 | |
| Calhoun | 2-4-1 | 3-5-1 | |
| Roodhouse | 1-5-1 | ||
| White Hall | 1-5-1 | ||
| Pleasant Hill | 0-4-3 |