| 2020 |
| Fri., Nov. 13 | vs. Pope John Paul II | W 34-31 | 1st Round Playoffs | | Fri., Nov. 20 | vs. McCallie | L 18-28 | Semi-finals Playoffs |
| 2018 |
| Fri., Nov. 9 | @ Christian Brothers | W 21-14 | 2nd Round Playoffs | | Fri., Nov. 16 | @ MBA | W 28-6 | Semi-finals Playoffs | | Fri., Nov. 30 | MUS | W 28-6 | Championship Game @ Cookeville |
| 2017 |
| Fri., Nov. 10 | vs. MUS | W 42-7 | 2nd Round Playoffs | | Fri., Nov. 17 | vs. McCallie | W 28-6 | Semi-finals Playoffs | | Sat., Dec. 2 | MBA | W 28-14 | Championship Game |
| 2016 |
| Fri., Nov. 11 | vs. McCallie | W 37-29 | 3rd Round Playoffs | | Fri., Nov. 18 | vs. Baylor | W 38-3 | Semi-finals Playoffs | | Thu., Dec. 1 | MBA | W 42-38 | Championship Game |
| 2015 |
| Fri., Nov. 13 | vs. Briarcrest | W 50-3 | 3rd Round Playoffs | | Fri., Nov. 20 | vs. Baylor | W 24-7 | Semi-finals Playoffs | | Thu., Dec. 3 | Montgomery Bell Academy | W 56-55 (2OT) | Championship Game @ Cookeville |
| 2014 |
| Fri., Nov. 14 | @ MUS | L 28-30 | 3rd Round Playoffs |
| 2013 |
| Fri., Nov. 15 | @ Briarcrest | W 41-6 | 3rd Round Playoffs | | Fri., Nov. 22 | @ Ensworth | L 12-21 | Semi-finals Playoffs |
| 2012 |
| Fri., Nov. 9 | vs. Briarcrest | W 44-17 | 3rd Round Playoffs | | Fri., Nov. 16 | @ MUS | L 45-46 | Semi-finals Playoffs |
| 2011 |
| | Pope John Paul II | W 48-21 | 1st Round Playoffs | | | Christian Brothers | L 34-37 | 2nd Round Playoffs |
| 2010 |
| | Pope John Paul II | W 42-0 | 1st Round Playoffs | | | MUS | W 42-24 | 2nd Round Playoffs | | | Ensworth | L 19-20 | Semi-finals Playoffs |
| 2009 |
| | Pope John Paul II | W 61-7 | 1st Round Playoffs | | | Christian Brothers | W 31-21 | 2nd Round Playoffs | | | MBA | L 41-42 | Semi-finals Playoffs |
| 2008 |
| | Briarcrest | W 40-6 | 1st Round Playoffs | | | Ensworth | W 27-24 | Semi-finals Playoffs | | | MUS | L 18-38 | Championship Game |
| 2007 |
| | ECS | W 27-7 | 1st Round Playoffs | | | Ensworth | W 42-13 | Semi-finals Playoffs | | | MBA | L 0-12 | Championship Game |
| 2006 |
| | Baylor | W 21-0 | Semi-finals Playoffs | | | McCallie | W 37-34 | Championship Game |
| 2005 |
| | McCallie | W 38-35 | 1st Round Playoffs | | | Christian Brothers | L 17-19 | Semi-finals Playoffs |
| 2004 |
| | Christian Brothers | W 21-14 | 1st Round Playoffs | | | McCallie | W 34-13 | Semi-finals Playoffs | | | MUS | L 14-35 | Championship Game |
| 2003 |
| | Christian Brothers | W 28-14 | Semi-finals Playoffs | | | MBA | L 14-38 | Championship Game |
| 2002 |
| | McCallie | W 38-0 | Semi-finals Playoffs | | | MBA | L 11-27 | Championship Game |
| 2001 |
| | Baylor | W 31-28 | 1st Round Playoffs | | | MUS | W 26-0 | Semi-finals Playoffs | | | McCallie | L 16-17 | Championship Game |
| 2000 |
| | McCallie | W 13-10 | 1st Round Playoffs | | | MBA | L 7-8 | Championship Game |
| 1999 |
| | Christian Brothers | L 6-14 | 1st Round Playoffs |
| 1998 |
| | McCallie | W 27-18 | 1st Round Playoffs | | | MBA | L 19-21 | 2nd Round Playoffs |
| 1996 |
| | Northeast | W 28-3 | 1st Round Playoffs | | | Munford | W 38-14 | 2nd Round Playoffs | | | MBA | W 23-20 | 3rd Round Playoffs | | | Germantown | W 17-6 | Semi-finals Playoffs | | | Jefferson County | W 27-7 | Championship Game |
| 1995 |
| | Hunters Lane | W 57-10 | 1st Round Playoffs | | | Munford | W 27-0 | 2nd Round Playoffs | | | Northeast | W 7-3 | 3rd Round Playoffs | | | MBA | W 35-10 | Semi-finals Playoffs | | | Riverdale | W 27-16 | Championship Game |
| 1994 |
| | Fayette Ware | W 54-19 | 1st Round Playoffs | | | MUS | W 28-14 | 2nd Round Playoffs | | | Collierville | W 31-3 | Semi-finals Playoffs | | | Haywood | L 3-7 | Championship Game |
| 1993 |
| | Westwood | W 38-6 | 1st Round Playoffs | | | Hardin County | W 41-6 | 2nd Round Playoffs | | | Collierville | W 21-0 | Semi-finals Playoffs | | | Cleveland | L 21-26 | Championship Game |
| 1992 |
| | Houston County | W 60-6 | 1st Round Playoffs | | | Marshall County | W 41-6 | 2nd Round Playoffs | | | MUS | W 21-7 | 3rd Round Playoffs | | | Humboldt | W 21-0 | Semi-finals Playoffs | | | Marion County | L 26-28 | Championship Game |
| 1991 |
| | Montgomery Central | W 49-16 | 1st Round Playoffs | | | Loretto | W 42-28 | 2nd Round Playoffs | | | MUS | W 28-23 | 3rd Round Playoffs | | | Springfield | W 42-19 | Semi-finals Playoffs | | | Powell | W 49-7 | Championship Game |
| 1990 |
| | Fairview | W 49-0 | 1st Round Playoffs | | | Portland | W 47-7 | 2nd Round Playoffs | | | MUS | L 20-22 | 3rd Round Playoffs |
| 1989 |
| | Fairview | W 54-0 | 1st Round Playoffs | | | White House | W 14-6 | 2nd Round Playoffs | | | MUS | W 16-14 | 3rd Round Playoffs | | | Westview | W 23-0 | Semi-finals Playoffs | | | Alcoa | L 22-39 | Championship Game |
| 1988 |
| | Cheatham County | W 43-7 | 1st Round Playoffs | | | Marshall County | W 27-6 | 2nd Round Playoffs | | | Lexington | W 55-20 | 3rd Round Playoffs | | | Milan | W 45-7 | Semi-finals Playoffs | | | Alcoa | W 23-12 | Championship Game |
| 1987 |
| | Cheatham County | W 42-7 | 1st Round Playoffs | | | Hickman County | W 28-14 | 2nd Round Playoffs | | | MUS | W 34-13 | 3rd Round Playoffs | | | Waverly Central | W 28-7 | Semi-finals Playoffs | | | Austin-East | W 31-6 | Championship Game |
| 1986 |
| | Camden Central | W 27-0 | 1st Round Playoffs | | | Marshall County | W 28-0 | 2nd Round Playoffs | | | Milan | W 24-21 | 3rd Round Playoffs | | | Trezevant | W 7-6 | Semi-finals Playoffs | | | Austin-East | L 20-28 | Championship Game |
| 1985 |
| | Waverly Central | W 48-27 | 1st Round Playoffs | | | Marshall County | L 10-14 | 2nd Round Playoffs |
| 1984 |
| | Waverly Central | W 48-7 | 1st Round Playoffs | | | Marshall County | L 7-16 | 2nd Round Playoffs |
| 1983 |
| | Waverly Central | W 34-16 | 1st Round Playoffs | | | Portland | W 41-14 | 2nd Round Playoffs | | | MUS | L 0-6 | Semi-finals Playoffs |
| 1982 |
| | Marshall County | W 22-6 | 1st Round Playoffs | | | Ripley | W 14-7 | 2nd Round Playoffs | | | Memphis East | W 36-0 | Semi-finals Playoffs | | | Cleveland | W 7-0 | Championship Game |
| 1981 |
| | Giles County | W 33-6 | 1st Round Playoffs | | | Milan | W 41-0 | 2nd Round Playoffs | | | Collierville | W 14-3 | Semi-finals Playoffs | | | Kingston | W 44-13 | Championship Game |
| 1980 |
| | Hickman County | W 28-0 | 1st Round Playoffs | | | Milan | W 42-14 | 2nd Round Playoffs | | | MUS | W 35-7 | Semi-finals Playoffs | | | Rule | W 21-20 | Championship Game |
| 1979 |
| | Marshall County | W 35-13 | 1st Round Playoffs | | | Lexington | L 14-17 | 2nd Round Playoffs |
| 1978 |
| | Giles County | W 28-6 | 1st Round Playoffs | | | Jackson South Side | W 24-0 | 2nd Round Playoffs | | | Humboldt | W 31-19 | Semi-finals Playoffs | | | Maryville | L 14-21 | Championship Game |
| 1977 |
| | Hickman County | W 7-6 | 1st Round Playoffs | | | Milan | L 0-27 | 2nd Round Playoffs |
| 1976 |
| | Trousdale County | W 14-6 | 1st Round Playoffs | | | Mitchell | W 35-12 | Semi-finals Playoffs | | | Maryville | L 0-27 | Championship Game |
| 1974 |
| | Cannon County | W 52-7 | 1st Round Playoffs | | | Houston County | W 53-15 | Semi-finals Playoffs | | | South Pittsburg | W 38-7 | Championship Game |
|
| Brentwood Academy Playoff Totals |
| Record |
106-30-0 4013-1895 |
| Home Record | 8-1 |
| Away Record | 3-3 |
|