| 2016 |
| Fri., Nov. 11 | @ Smithville | L 6-17 | 1st Round Playoffs |
| 2014 |
| Fri., Nov. 14 | @ Falkner | W 47-34 | 1st Round Playoffs | | Fri., Nov. 21 | vs. Saint Aloysius | L 8-49 | 2nd Round Playoffs |
| 2013 |
| Fri., Nov. 15 | vs. Falkner | W 47-29 | 1st Round Playoffs | | Fri., Nov. 22 | vs. Smithville | L 0-14 | 2nd Round Playoffs |
| 2012 |
| Fri., Nov. 2 | @ Ackerman | L 0-38 | 1st Round Playoffs |
| 2011 |
| Fri., Nov. 4 | vs. Baldwyn | W 22-14 | 1st Round Playoffs | | Fri., Nov. 11 | @ Ackerman | L 0-29 | 2nd Round Playoffs |
| 2010 |
| Fri., Nov. 5 | vs. Simmons | L 26-28 | 1st Round Playoffs |
| 2009 |
| Fri., Nov. 6 | @ Eupora | L 14-53 | 1st Round Playoffs |
| 2007 |
| Fri., Nov. 16 | @ East Webster | L 8-49 | 1st Round Playoffs |
| 2003 |
| Fri., Nov. 7 | @ Bruce | L 0-26 | 1st Round Playoffs |
| 2002 |
| Fri., Nov. 8 | @ Baldwyn | L 6-48 | 1st Round Playoffs |
| 2001 |
| Fri., Nov. 9 | vs. Riverside | W 17-14 | 1st Round Playoffs | | Fri., Nov. 16 | @ Leflore County | W 32-26 | 2nd Round Playoffs | | Fri., Nov. 23 | vs. Ruleville Central | L 7-20 | 3rd Round Playoffs |
| 2000 |
| Fri., Nov. 10 | vs. Mooreville | L 0-3 | 1st Round Playoffs |
| 1997 |
| Fri., Nov. 14 | vs. Booneville | L 18-27 | 1st Round Playoffs |
| 1996 |
| Fri., Nov. 15 | @ Leflore County | L 6-14 | 1st Round Playoffs |
| 1995 |
| Fri., Nov. 10 | vs. Calhoun City | L 6-20 | 1st Round Playoffs |
| 1993 |
| Fri., Nov. 12 | @ Saint Joseph Greenville | L 34-35 | 1st Round Playoffs |
| 1991 |
| Fri., Nov. 15 | @ Okolona | L 6-41 | 1st Round Playoffs |
| 1990 |
| | @ Calhoun City | L 0-12 | 1st Round Playoffs |
| 1986 |
| Fri., Nov. 14 | @ Humphreys County | L 13-14 | 1st Round Playoffs |
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| Broad Street Playoff Totals |
| Record |
5-19-0 323-654 |
| Home Record | 3-7 |
| Away Record | 2-12 |
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Great Moments in Alabama High School Football History
Woody Clements was the head coach at Holt for a record 41 straight seasons.
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