| 2020 |
| Fri., Nov. 6 | vs. Signal Mountain | W 43-41 (OT) | 1st Round Playoffs | | Fri., Nov. 13 | @ Loudon | L 16-41 | 2nd Round Playoffs |
| 2019 |
| Fri., Nov. 1 | vs. Signal Mountain | W 45-0 | 1st Round Playoffs | | Fri., Nov. 15 | vs. Red Bank | L 14-21 | 2nd Round Playoffs |
| 2018 |
| Fri., Nov. 2 | vs. Loudon | W 44-14 | 1st Round Playoffs | | Fri., Nov. 9 | vs. York Institute | W 44-14 | 2nd Round Playoffs | | Fri., Nov. 16 | @ Red Bank | W 50-21 | 3rd Round Playoffs | | Fri., Nov. 23 | vs. Alcoa | L 14-27 | Semi-finals Playoffs |
| 2017 |
| Fri., Nov. 3 | @ Loudon | L 20-35 | 1st Round Playoffs |
| 2016 |
| Fri., Nov. 4 | @ Red Bank | L 13-54 | 1st Round Playoffs |
| 2015 |
| Fri., Nov. 6 | vs. Red Bank | W 35-15 | 1st Round Playoffs | | Fri., Nov. 13 | vs. Notre Dame | L 6-45 | 2nd Round Playoffs |
| 2014 |
| Fri., Nov. 7 | vs. York Institute | W 34-7 | 1st Round Playoffs | | Fri., Nov. 14 | @ Notre Dame | L 7-55 | 2nd Round Playoffs |
| 2013 |
| Fri., Nov. 8 | vs. Grundy County | W 42-20 | 1st Round Playoffs | | Fri., Nov. 15 | vs. Tyner Academy | W 70-49 | 2nd Round Playoffs | | Fri., Nov. 22 | vs. Notre Dame | W 19-10 | 3rd Round Playoffs | | Fri., Nov. 29 | @ Alcoa | L 18-75 | Semi-finals Playoffs |
| 2006 |
| | Boyd-Buchanan | L 27-57 | 1st Round Playoffs |
| 2005 |
| | Tyner Academy | L 6-47 | 1st Round Playoffs |
| 1998 |
| | Tyner Academy | L 11-48 | 1st Round Playoffs |
| 1997 |
| | Tyner Academy | L 0-40 | 1st Round Playoffs |
| 1996 |
| | Whitwell | W 42-0 | 1st Round Playoffs | | | Sweetwater | W 21-0 | 2nd Round Playoffs | | | Sequatchie County | W 32-0 | 3rd Round Playoffs | | | Webb | L 13-28 | Semi-finals Playoffs |
| 1995 |
| | Sequatchie County | L 8-32 | 1st Round Playoffs |
| 1989 |
| | Westmoreland | L 6-41 | 1st Round Playoffs |
|
| Upperman Playoff Totals |
| Record |
13-15-0 700-837 |
| Home Record | 9-3 |
| Away Record | 1-5 |
|
