======  Middletown All-Time Football Results ======

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^ Year      ^ Record       ^ Coach          ^ Extra Info ^
| 1950 ||Glenn "Tiger" Ellison |
| 1951 ||Glenn "Tiger" Ellison |
| 1952 ||Glenn "Tiger" Ellison |
| 1953 ||Glenn "Tiger" Ellison |
| 1954 ||Glenn "Tiger" Ellison |
| 1955 ||Glenn "Tiger" Ellison |
| 1956 ||Glenn "Tiger" Ellison |
| 1957 ||Glenn "Tiger" Ellison |
| 1958 ||Glenn "Tiger" Ellison |
| 1959 ||Glenn "Tiger" Ellison |
| 1960 ||Glenn "Tiger" Ellison |
| 1961 ||Glenn "Tiger" Ellison |
| 1962 |9-1|Glenn "Tiger" Ellison |
| 1963 |6-3-1|Paul Walker|
| 1964 |7-2 |Jack Gordon|
| 1965 |9-1|Jack Gordon|
| 1966 |4-6 |Jack Gordon|
| 1967 |6-4 |Jack Gordon|
| 1968 |5-5 |Jack Gordon|
| 1969 |7-3|Jack Gordon|
| 1970 |4-5-1|Jack Gordon|
| 1971 |5-5|Jack Gordon|
| 1972 |8-2 |Jack Gordon|
| 1973 |8-2|Jack Gordon|
| 1974 |6-3 |Jack Gordon|
| 1975 |8-2 |Jack Gordon|
| 1976 |8-2 |Jack Gordon|
| 1977 |6-3|Jack Gordon|
| 1978 |6-4  |Jack Gordon|
| 1979 | 6-4 |Jack Gordon|
| 1980 | 7-2 |Jack Gordon|
| 1981 | 3-7 |Jack Gordon|
| 1982 | 6-4 |Bill Conley|
| 1983 | 9-1 |Bill Conley|
| 1984 | 6-4 |Art Jones|
| 1985 | 8-2 | Jim Place |  |
| 1986 | 8-2 | Jim Place |  |
| 1987 | 9-3 | Jim Place | Playoffs |
| 1988 | 6-4 | Jim Place |  |
| 1989 | 9-3 | Jim Place | Playoffs |
| 1990 | 9-3 | Jim Place | Playoffs |
| 1991 | 9-1 | Joe Tresey |  |
| 1992 | 7-3 | Joe Tresey |  |
| 1993 | 5-5 | Joe Tresey |  |
| 1994 | 2-8 | Joe Tresey |  |
| 1995 | 3-7 | Chip Otten |  |
| 1996 | 6-4 | Chip Otten |  |
| 1997 | 6-4 | Chip Otten |  |
| 1998 |6-4  | Chip Otten |  |
| 1999 | 2-8 | Chip Otten |  |
| 2000 | 2-8 | Chip Otten |  |
| 2001 | 5-5 | Eric Tudor |  |
| 2002 | 6-4 | Eric Tudor |  |
| 2003 | 5-5 | Eric Tudor |  |
| 2004 | 5-5 | Dick Martin |  |
| 2005 | 3-7 | Ron Johnson |  |
| 2006 | 6-4 | Ron Johnson |  |
| 2007 | 4-6 | Ron Johnson |  |
| 2008 | 6-4 | Jason Krause |  |
| 2009 | 10-2 | Jason Krause | Playoffs |
| 2010 | 10-1 | Jason Krause | Playoffs |
| 2011 | 10-2 | Troy Everhart | Playoffs |
| 2012 | 4-6 | Troy Everhart |  |
| 2013 | 1-9 | Troy Everhart |  |
| 2014 | 4-6 | Chris Wells |  |
| 2015 | 4-6 | Chris Wells |  |
| 2016 | 0-10 | Lance Engleka |  |
| 2017 | 1-9 | Lance Engleka |  |
| 2018 | 2-8 | Don Simpson |  |
| 2019 | 1-9 | Don Simpson |  |
| 2020 | 1-6 | Don Simpson | 0-1 playoffs |
| 2021 | 1-8 | Don Simpson |  |
| 2022 | 3-8 | Don Simpson |playoffs  |
| 2023 | 3-8| Don Simpson |playoffs  |
| 2024 | 5-6 | Kali Jones | playoffs |