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======  Windham All-Time Football Results ======

^ Year      ^ Record       ^ Coach          ^ Extra Info ^
| 1974 | 9-1-1 |  | Regional Champions |
| 1975 |  |  |  |
| 1976 |  |  |  |
| 1977 |  | Barry Schaad |  |
| 1978 | 2-7-1 | Joe Baum |  |
| 1979 | 2-8 | Joe Baum |  |
| 1980 | 1-8-1 | Joe Baum |  |
| 1981 | 1-7-2 | Joe Baum |  |
| 1982 | 1-6-3 | Jim Burner |  |
| 1983 | 6-3-1 | Jim Burner |  |
| 1984 | 7-3-1 | Jim Burner | Playoffs |
| 1985 | 5-5 | Jim Burner |  |
| 1986 | 9-3 | Glen Pesicek | Playoffs |
| 1987 | 3-7 | Glen Pesicek |  |
| 1988 | 4-6 | Glen Pesicek |  |
| 1989 | 0-10 | David Rose |  |
| 1990 | 4-6 | David Rose |  |
| 1991 | 6-4 | Bill Hart |  |
| 1992 | 4-6 | Bill Hart |  |
| 1993 | 3-7 | Bill Hart |  |
| 1994 | 4-6 | Bill Hart |  |
| 1995 | 3-7 | Bill Hart |  |
| 1996 | 1-9 | Joe Baum |  |
| 1997 | 2-8 | Joe Baum |  |
| 1998 | 4-6 | Joe Baum |  |
| 1999 | 7-4 | Joe Baum | Playoffs |
| 2000 | 8-3 | Joe Baum | Playoffs |
| 2001 | 6-4 | Joe Baum |  |
| 2002 | 9-2 | Joe Baum | Playoffs |
| 2003 | 9-3 | Joe Baum | Playoffs |
| 2004 | 5-5 | Joe Baum |  |
| 2005 | 2-8 | Joe Baum |  |
| 2006 | 7-4 | Jerry Kiser | Playoffs |
| 2007 | 2-8 | Jerry Kiser |  |
| 2008 | 1-8 | Jerry Kiser |  |
| 2009 | 0-10 | Jerry Kiser |  |
| 2010 | 2-8 | Ryan Slone |  |
| 2011 | 0-10 | Brian Kiser |  |
| 2012 | 3-7 | Brian Kiser |  |
| 2013 | 3-6 | Brian Kiser |  |
| 2014 | 2-8 | Brian Kiser |  |
| 2015 | 6-4 | Anthony Maiorca |  |
| 2016 | 7-4 | Anthony Maiorca | Playoffs |
| 2017 | 9-3 | Anthony Maiorca | Playoffs |
| 2018 | 9-2 | Jake Eye (interim) | Playoffs |
| 2019 | 2-8 | Jake Eye |  |
| 2020 | 2-4 | Jake Eye |  |
| 2021 | 4-4 | Jake Eye |  |
| 2022 | 4-6 | Jake Eye |Playoffs |

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