| 2023 |
| Fri., Nov. 3 | vs. Rosa Fort | W 36-28 | 1st Round Playoffs | | Fri., Nov. 10 | @ Kossuth | W 32-10 | 2nd Round Playoffs | | Fri., Nov. 17 | vs. Winona | L 26-49 | 3rd Round Playoffs |
| 2022 |
| Fri., Nov. 4 | @ Baldwyn | L 20-21 | 1st Round Playoffs |
| 2021 |
| Fri., Nov. 5 | vs. Coahoma County | W 47-0 | 1st Round Playoffs | | Fri., Nov. 12 | @ East Union | W 34-31 | 2nd Round Playoffs | | Fri., Nov. 19 | vs. Leflore County | L 13-14 | 3rd Round Playoffs |
| 2020 |
| Fri., Nov. 6 | vs. Pelahatchie | W 41-13 | 1st Round Playoffs | | Fri., Nov. 13 | vs. Walnut | W 52-50 (2OT) | 2nd Round Playoffs | | Fri., Nov. 20 | @ Calhoun City | L 14-30 | 3rd Round Playoffs |
| 2019 |
| Fri., Nov. 8 | vs. Potts Camp | W 42-0 | 1st Round Playoffs | | Fri., Nov. 15 | @ Pelahatchie | W 36-35 | 2nd Round Playoffs | | Fri., Nov. 22 | @ Northside | L 14-42 | 3rd Round Playoffs |
| 2018 |
| Fri., Nov. 2 | @ OBannon | W 35-6 | 1st Round Playoffs | | Fri., Nov. 9 | vs. Philadelphia | L 19-39 | 2nd Round Playoffs |
| 2017 |
| Fri., Nov. 3 | @ Scott Central | L 0-51 | 1st Round Playoffs |
| 2016 |
| Fri., Nov. 4 | vs. Leflore County | W 39-16 | 1st Round Playoffs | | Fri., Nov. 11 | @ Strayhorn | W 44-13 | 2nd Round Playoffs | | Fri., Nov. 18 | vs. Baldwyn | L 32-48 | 3rd Round Playoffs |
| 2015 |
| Thu., Nov. 5 | vs. Walnut | W 42-8 | 1st Round Playoffs | | Fri., Nov. 13 | @ South Delta | W 43-22 | 2nd Round Playoffs | | Fri., Nov. 20 | @ OBannon | W 37-12 | 3rd Round Playoffs | | Fri., Nov. 27 | @ Baldwyn | W 28-14 | Semi-finals Playoffs | | Fri., Dec. 4 | Bassfield | L 20-39 | Championship Game |
| 2014 |
| Fri., Nov. 7 | vs. Strayhorn | W 37-0 | 1st Round Playoffs | | Fri., Nov. 14 | @ Baldwyn | W 34-7 | 2nd Round Playoffs | | Fri., Nov. 21 | @ Simmons | W 21-8 | 3rd Round Playoffs | | Fri., Nov. 28 | @ Calhoun City | L 14-35 | Semi-finals Playoffs |
| 2012 |
| Fri., Nov. 2 | @ Strayhorn | W 36-8 | 1st Round Playoffs | | Fri., Nov. 9 | vs. Bruce | L 7-35 | 2nd Round Playoffs |
| 2011 |
| Fri., Nov. 4 | @ West Bolivar | L 0-55 | 1st Round Playoffs |
| 2010 |
| Fri., Nov. 5 | vs. Bruce | W 35-20 | 1st Round Playoffs | | Fri., Nov. 12 | vs. Kennedy | W 38-12 | 2nd Round Playoffs | | Fri., Nov. 19 | @ Calhoun City | L 21-23 | 3rd Round Playoffs |
| 2009 |
| Fri., Nov. 6 | @ Coahoma County | W 33-8 | 1st Round Playoffs | | Fri., Nov. 13 | vs. Calhoun City | W 28-14 | 2nd Round Playoffs | | Fri., Nov. 20 | vs. Ackerman | L 12-14 | 3rd Round Playoffs |
| 2008 |
| Fri., Nov. 14 | vs. Shaw | W 59-7 | 1st Round Playoffs | | Fri., Nov. 21 | @ Calhoun City | L 7-14 | 2nd Round Playoffs |
| 2007 |
| Fri., Nov. 16 | vs. Broad Street | W 49-8 | 1st Round Playoffs | | Fri., Nov. 23 | vs. Kennedy | W 34-9 | 2nd Round Playoffs | | Fri., Nov. 30 | @ Brooks | L 10-32 | Semi-finals Playoffs |
| 2006 |
| Fri., Nov. 10 | vs. Kennedy | W 35-0 | 1st Round Playoffs | | Fri., Nov. 17 | @ Brooks | W 14-8 | 2nd Round Playoffs | | Fri., Nov. 24 | vs. Vardaman | W 29-24 | Semi-finals Playoffs | | Fri., Dec. 1 | Puckett | L 20-38 | Championship Game |
| 2005 |
| Fri., Nov. 18 | @ Coffeeville | L 18-41 | 1st Round Playoffs |
| 2004 |
| Fri., Nov. 12 | @ Coffeeville | L 6-22 | 1st Round Playoffs |
| 2003 |
| Fri., Nov. 14 | @ Calhoun City | L 6-26 | 1st Round Playoffs |
| 2001 |
| Fri., Nov. 9 | @ Mooreville | W 35-29 (OT) | 1st Round Playoffs | | Fri., Nov. 16 | vs. Eupora | W 33-32 | 2nd Round Playoffs | | Fri., Nov. 23 | @ Ackerman | L 6-40 | 3rd Round Playoffs |
| 2000 |
| Thu., Nov. 9 | @ Ruleville Central | L 7-28 | 1st Round Playoffs |
| 1995 |
| Fri., Nov. 10 | @ Ethel | W 12-9 | 1st Round Playoffs | | Fri., Nov. 17 | vs. Weir | L 12-45 | 2nd Round Playoffs |
| 1993 |
| Fri., Nov. 12 | @ Smithville | L 12-37 | 1st Round Playoffs |
| 1986 |
| Fri., Nov. 14 | @ Sturgis | L 7-21 | 1st Round Playoffs |
|
| East Webster Playoff Totals |
| Record |
32-25-0 1473-1300 |
| Home Record | 17-7 |
| Away Record | 15-16 |
|
