| 2008 |
| Fri., Nov. 7 | @ Trinity | L 12-38 | 1st Round Playoffs |
| 2007 |
| Fri., Nov. 9 | vs. Montgomery Academy | W 42-25 | 1st Round Playoffs | | Fri., Nov. 16 | @ Cordova | L 28-51 | 2nd Round Playoffs |
| 2006 |
| Thu., Nov. 9 | @ Aliceville | L 8-26 | 1st Round Playoffs |
| 2001 |
| Fri., Nov. 9 | vs. Daleville | L 30-62 | 1st Round Playoffs |
| 1998 |
| Fri., Nov. 6 | vs. Elmore County | W 20-6 | 1st Round Playoffs | | Fri., Nov. 13 | @ St. Pauls | L 14-27 | 2nd Round Playoffs |
| 1997 |
| Fri., Nov. 14 | vs. Montevallo | L 8-26 | 1st Round Playoffs |
| 1996 |
| Fri., Nov. 15 | @ Greensboro | L 14-20 | 1st Round Playoffs |
| 1995 |
| Fri., Nov. 10 | @ Childersburg | W 32-16 | 1st Round Playoffs | | Fri., Nov. 17 | @ Thomasville | L 6-7 | 2nd Round Playoffs |
| 1993 |
| Fri., Nov. 12 | @ Montevallo | W 32-15 | 1st Round Playoffs | | Fri., Nov. 19 | vs. Pike County | L 12-27 | 2nd Round Playoffs |
| 1988 |
| Fri., Nov. 4 | @ Pleasant Grove | W 20-9 | 1st Round Playoffs | | Fri., Nov. 11 | vs. B.B. Comer | L 14-36 | 2nd Round Playoffs |
| 1986 |
| Fri., Nov. 7 | vs. Fayette County | L 0-21 | 1st Round Playoffs |
| 1985 |
| Fri., Nov. 8 | @ Fayette County | L 0-13 | 1st Round Playoffs |
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| Sumter County Playoff Totals |
| Record |
5-12-0 292-425 |
| Home Record | 2-5 |
| Away Record | 3-7 |
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Great Moments in Alabama High School Football History
Thomasville scored 54 points against Gulf Shores in the first quarter of a game in 2003. They managed to hang on for an 81-14 win.
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