| Braven Cook (So.) | 2020 IHSAA Crawford County Sectional Boys Cross Country Meet | 2020 IHSAA Crawford County Sectional Boys Cross Country Meet | 49 | 22:59.70 |
| Jacob Workman (So.) | 2020 IHSAA Crawford County Sectional Boys Cross Country Meet | 2020 IHSAA Crawford County Sectional Boys Cross Country Meet | 50 | 23:19.40 |
| Luke Oldham (Fr.) | 2020 IHSAA Crawford County Sectional Boys Cross Country Meet | 2020 IHSAA Crawford County Sectional Boys Cross Country Meet | 52 | 25:23.10 |
| Eli ' Gus ' Radcliff (Jr.) | 2020 IHSAA Crawford County Sectional Boys Cross Country Meet | 2020 IHSAA Crawford County Sectional Boys Cross Country Meet | 53 | 25:42.20 |
| Benjamin Tapp (Jr.) | 2020 IHSAA Crawford County Sectional Boys Cross Country Meet | 2020 IHSAA Crawford County Sectional Boys Cross Country Meet | 56 | 28:04.60 |
| William Bottoms (So.) | 2020 IHSAA Crawford County Sectional Boys Cross Country Meet | 2020 IHSAA Crawford County Sectional Boys Cross Country Meet | 58 | 31:01.60 |
