| 2023 |
| Fri., Nov. 3 | @ Wesson | W 38-26 | 1st Round Playoffs | | Fri., Nov. 10 | @ Jefferson Davis County | L 14-21 | 2nd Round Playoffs |
| 2022 |
| Fri., Nov. 4 | vs. Magee | L 10-13 | 1st Round Playoffs |
| 2021 |
| Fri., Nov. 5 | vs. Seminary | W 42-7 | 1st Round Playoffs | | Fri., Nov. 12 | vs. Magee | W 21-14 | 2nd Round Playoffs | | Fri., Nov. 19 | @ Jefferson Davis County | L 7-34 | 3rd Round Playoffs |
| 2020 |
| Fri., Nov. 6 | vs. West Lincoln | W 42-16 | 1st Round Playoffs | | Fri., Nov. 13 | @ Newton | W 38-16 | 2nd Round Playoffs | | Fri., Nov. 20 | vs. Scott Central | W 21-14 | 3rd Round Playoffs | | Fri., Nov. 27 | @ Taylorsville | L 13-40 | Semi-finals Playoffs |
| 2019 |
| Fri., Nov. 8 | vs. Lake | W 18-14 | 1st Round Playoffs | | Fri., Nov. 15 | @ Wesson | W 6-0 | 2nd Round Playoffs | | Fri., Nov. 22 | vs. Scott Central | L 0-48 | 3rd Round Playoffs |
| 2018 |
| Fri., Nov. 2 | @ Collins | L 6-34 | 1st Round Playoffs |
| 2017 |
| Fri., Nov. 3 | @ Amite County | W 60-27 | 1st Round Playoffs | | Fri., Nov. 10 | @ North Forrest | L 20-25 | 2nd Round Playoffs |
| 2015 |
| Fri., Nov. 6 | @ Taylorsville | L 44-50 | 1st Round Playoffs |
| 2014 |
| Fri., Nov. 7 | @ Bassfield | L 20-56 | 1st Round Playoffs |
| 2012 |
| Fri., Nov. 2 | @ Saint Joseph Madison | L 0-38 | 1st Round Playoffs |
| 2011 |
| Fri., Nov. 4 | @ Union | L 6-35 | 1st Round Playoffs |
| 2010 |
| Fri., Nov. 5 | @ Bassfield | L 0-38 | 1st Round Playoffs |
| 2009 |
| Fri., Nov. 6 | @ Loyd Star | L 27-41 | 1st Round Playoffs |
| 2008 |
| Fri., Nov. 7 | vs. Scott Central | L 0-21 | 1st Round Playoffs |
| 2007 |
| Fri., Nov. 9 | @ East Marion | W 42-20 | 1st Round Playoffs | | Fri., Nov. 16 | vs. Saint Andrews Episcopal | W 28-14 | 2nd Round Playoffs | | Fri., Nov. 23 | vs. Philadelphia | W 19-13 | 3rd Round Playoffs | | Fri., Nov. 30 | @ Taylorsville | L 7-49 | Semi-finals Playoffs |
| 2006 |
| Fri., Nov. 3 | vs. Bassfield | W 20-19 | 1st Round Playoffs | | Fri., Nov. 10 | @ Amite County | L 6-36 | 2nd Round Playoffs |
| 2004 |
| Fri., Nov. 5 | @ Lumberton | L 0-47 | 1st Round Playoffs |
| 2003 |
| Fri., Nov. 7 | @ Hinds County AHS | W 29-12 | 1st Round Playoffs | | Fri., Nov. 14 | vs. Saint John | W 20-19 | 2nd Round Playoffs | | Fri., Nov. 21 | @ Taylorsville | L 21-42 | 3rd Round Playoffs |
| 2002 |
| Fri., Nov. 8 | vs. Newton | W 34-18 | 1st Round Playoffs | | Fri., Nov. 15 | @ Bay Springs | L 0-32 | 2nd Round Playoffs |
| 2001 |
| Fri., Nov. 9 | @ Saint John | L 6-48 | 1st Round Playoffs |
| 1994 |
| Fri., Nov. 11 | vs. Saint Aloysius | W 28-0 | 1st Round Playoffs | | Fri., Nov. 18 | @ Cathedral | W 21-0 | 2nd Round Playoffs | | Fri., Nov. 25 | @ Sebastopol | W 28-0 | Semi-finals Playoffs | | Fri., Dec. 2 | Weir | L 0-12 | Championship Game |
| 1993 |
| Fri., Nov. 12 | vs. Salem | W 32-12 | 1st Round Playoffs | | Fri., Nov. 19 | @ Lake | L 12-18 | 2nd Round Playoffs |
| 1990 |
| | @ Mount Olive | L 13-32 | 1st Round Playoffs |
| 1989 |
| Fri., Nov. 10 | vs. Choctaw Central | W 33-8 | 1st Round Playoffs | | Fri., Nov. 17 | @ Puckett | W 21-20 | 2nd Round Playoffs | | Fri., Nov. 24 | @ Mount Olive | L 6-22 | Semi-finals Playoffs |
| 1988 |
| Fri., Nov. 11 | @ Wesson | W 23-8 | 1st Round Playoffs | | Fri., Nov. 18 | vs. Sumrall | L 14-27 | 2nd Round Playoffs |
| 1987 |
| Fri., Nov. 13 | vs. Raymond | W 39-6 | 1st Round Playoffs | | Fri., Nov. 20 | @ Saint John | W 7-0 | 2nd Round Playoffs | | Fri., Nov. 27 | vs. Lake | W 6-0 | Semi-finals Playoffs | | | Kennedy | W 21-20 | Championship Game |
| 1986 |
| Fri., Nov. 14 | vs. Decatur | W 21-0 | 1st Round Playoffs | | Fri., Nov. 21 | @ Utica | W 34-6 | 2nd Round Playoffs | | Fri., Nov. 28 | @ Winans | W 40-0 | Semi-finals Playoffs | | Fri., Dec. 5 | Noxapater | W 28-0 | Championship Game |
| 1984 |
| Fri., Nov. 23 | Lake | W 28-7 | 1st Round Playoffs | | Fri., Nov. 30 | Bassfield | L 14-23 | Semi-finals Playoffs |
|
| Enterprise Clarke Playoff Totals |
| Record |
32-26-0 1154-1218 |
| Home Record | 16-4 |
| Away Record | 13-20 |
|
