| 2020 |
| Fri., Nov. 6 | vs. Unicoi County | W 40-0 | 1st Round Playoffs | | Fri., Nov. 13 | @ Pigeon Forge | W 14-7 | 2nd Round Playoffs | | Fri., Nov. 20 | @ Alcoa | L 13-49 | 3rd Round Playoffs |
| 2019 |
| Fri., Nov. 8 | @ Unicoi County | W 62-21 | 1st Round Playoffs | | Fri., Nov. 15 | @ Alcoa | L 0-58 | 2nd Round Playoffs |
| 2018 |
| Fri., Nov. 2 | @ Johnson County | W 36-33 | 1st Round Playoffs | | Fri., Nov. 9 | @ Austin-East | L 6-54 | 2nd Round Playoffs |
| 2016 |
| Fri., Nov. 4 | @ Austin-East | L 21-47 | 1st Round Playoffs |
| 2015 |
| Fri., Nov. 6 | vs. Grace Christian | L 40-57 | 1st Round Playoffs |
| 2014 |
| Fri., Nov. 7 | vs. Sweetwater | W 52-23 | 1st Round Playoffs | | Fri., Nov. 14 | @ Alcoa | L 14-49 | 2nd Round Playoffs |
| 2013 |
| Fri., Nov. 8 | vs. CAK | L 21-56 | 1st Round Playoffs |
| 2012 |
| Fri., Nov. 2 | vs. Chuckey-Doak | W 48-21 | 1st Round Playoffs | | Fri., Nov. 9 | @ Elizabethton | L 0-38 | 2nd Round Playoffs |
| 2010 |
| | Sullivan North | W 27-15 | 1st Round Playoffs | | | Happy Valley | W 33-27 | 2nd Round Playoffs | | | Elizabethton | L 28-32 | 3rd Round Playoffs |
| 2009 |
| | Happy Valley | W 17-7 | 1st Round Playoffs | | | Austin-East | L 0-64 | 2nd Round Playoffs |
| 2008 |
| | CAK | L 14-25 | 1st Round Playoffs |
| 2007 |
| | Rockwood | W 30-14 | 1st Round Playoffs | | | Cumberland Gap | W 30-24 | 2nd Round Playoffs | | | Alcoa | L 36-59 | 3rd Round Playoffs |
| 2006 |
| | Sweetwater | L 28-44 | 1st Round Playoffs |
| 2005 |
| | Alcoa | L 7-91 | 1st Round Playoffs |
| 2004 |
| | Wartburg | W 33-27 | 1st Round Playoffs | | | Rockwood | L 5-10 | 2nd Round Playoffs |
| 2003 |
| | Sweetwater | L 23-27 | 1st Round Playoffs |
| 2002 |
| | Kingston | W 48-20 | 1st Round Playoffs | | | Anderson County | W 14-0 | 2nd Round Playoffs | | | Fulton | L 0-24 | 3rd Round Playoffs |
| 2001 |
| | Lenoir City | W 14-7 | 1st Round Playoffs | | | Austin-East | L 7-41 | 2nd Round Playoffs |
| 2000 |
| | Jellico | W 34-7 | 1st Round Playoffs | | | Rutledge | L 14-34 | 2nd Round Playoffs |
| 1999 |
| | Carter | L 14-24 | 1st Round Playoffs |
| 1998 |
| | Loudon | L 14-29 | 1st Round Playoffs |
| 1997 |
| | Fulton | W 13-12 | 1st Round Playoffs | | | Austin-East | L 12-20 | 2nd Round Playoffs |
| 1996 |
| | Gibbs | W 24-6 | 1st Round Playoffs | | | Livingston Academy | L 0-7 | 2nd Round Playoffs |
| 1995 |
| | Rutledge | L 20-21 | 1st Round Playoffs |
| 1994 |
| | Union County | W 44-8 | 1st Round Playoffs | | | Kingston | L 20-21 | 2nd Round Playoffs |
| 1993 |
| | Gibbs | L 20-21 | 1st Round Playoffs |
| 1991 |
| | Powell | L 17-31 | 1st Round Playoffs |
| 1990 |
| | Hampton | W 28-6 | 1st Round Playoffs | | | Powell | W 20-0 | 2nd Round Playoffs | | | Sequatchie County | W 31-6 | 3rd Round Playoffs | | | Marion County | L 20-42 | Semi-finals Playoffs |
| 1988 |
| | Hampton | W 34-6 | 1st Round Playoffs | | | Kingston | W 20-10 | 2nd Round Playoffs | | | Marion County | L 8-20 | 3rd Round Playoffs |
| 1987 |
| | Johnson County | W 28-0 | 1st Round Playoffs | | | Austin-East | L 3-7 | 2nd Round Playoffs |
| 1986 |
| | Happy Valley | W 28-6 | 1st Round Playoffs | | | Maryville | L 14-31 | 2nd Round Playoffs |
| 1985 |
| | Unicoi County | L 21-28 | 1st Round Playoffs |
| 1984 |
| | Webb | L 3-28 | 2nd Round Playoffs |
| 1983 |
| | Oneida | W 24-14 | 2nd Round Playoffs | | | Copper Basin | L 15-25 | 3rd Round Playoffs |
| 1982 |
| | Sweetwater | L 10-15 | 2nd Round Playoffs |
|
| Gatlinburg-Pittman Playoff Totals |
| Record |
27-35-0 1314-1556 |
| Home Record | 3-2 |
| Away Record | 3-6 |
|
