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ore than 90 high schools across the 24-county region compete in more than a dozen sports on a varsity level each year. Most compete under the guidelines of the Missouri State High School Activities Association, and others under the sanction of the Missouri Christian School Athletic Association.

Southeast Missouri schools and athletes have won hundreds of state championships in a variety of athletic competitions, including baseball, basketball, cheerleading, football, soccer, softball, track and field, volleyball and wrestling since high school sports first began locally more than 120 years ago.

Much of the historical high school information on this site was gathered by Al Jackson, a longtime Southeast Missouri high school sports advocate and historian whose hard work allows us to share the great teams, athletes and stories of past years. Al died in 2018, and we dedicate these pages to him.





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Windsor's 2010 season included its first of two back-to-back playoff appearances that ended in the C4 regional round.

AMY AMSDEN PHOTO • photos@semosportsone.com







Windsor

Windsor High School, home of the Owls, is located in Imperial in Jefferson County.



Boys basketball

2019-20  |   15-12  |   Jason Gillman
2018-19  |   10-16  |   Todd Dutton
2017-18  |   11-14  |   Todd Dutton
2016-17  |   10-16  |   Todd Dutton
2015-16  |   17-10  |   Todd Dutton
2014-15  |   11-15  |   Todd Dutton
2013-14  |   5-19  |   Todd Dutton
2012-13  |   8-16  |   Todd Dutton
2011-12  |   9-15  |   Todd Dutton
2010-11  |  2-22  |  Andrew Althage
2009-10  |  8-18  |  Andrew Althage
2008-09  |  11-16  |  Andrew Althage
2007-08  |  0-26  |  Andrew Althage
2006-07  |  2-23  |  Mike Rickerman
2005-06  |  14-13  |  Wayne Montgomery
2004-05  |  19-8  |  Mike Rickerman
2003-04  |  14-14  |  Mike Rickerman
2002-03  |  12-14  |  Mike Rickerman
2001-02  |  16-13  |  Mike Rickerman   |  District champion
2000-01  |  10-17  |  Mike Rickerman
1999-00  |  16-11  |  Mike Rickerman   |  District champion
1998-99  |  16-11  |  Mike Rickerman
1997-98  |  15-10  |  Mike Rickerman
1996-97  |  12-12  |  Tim Wolk
1995-96  |  16-11  |  Tim Wolk
1994-95  |  11-14  |  Tim Wolk
1993-94  |  6-17  |  Tim Wolk
1992-93  |  6-18  |  Tim Wolk
1991-92  |  15-11  |  Tim Wolk
1990-91  |  17-7  |  Tim Wolk
1989-90  |  18-7  |  Tim Wolk
1988-89  |  18-7  |  Tim Wolk
1987-88  |  11-14  |  Tim Wolk
1986-87  |  7-16  |  Tim Wolk
1985-86  |  5-18  |  Tim Wolk
1984-85  |  7-14  |  Tim Wolk
1983-84  |  6-15  |  Tim Wolk
1982-83  |  3-19  |  Tim Wolk
1981-82  |  7-13  |  Jim Urie
1980-81  |  12-11  |  Jim Urie
1979-80  |  14-11  |  Jim Urie
1978-79  |  6-18  |  Jim Urie
1977-78  |  0-21  |  Gary Johns
1976-77  |  10-14  |  Mark Steighorst
1975-76  |  11-14  |  Dave Pierce
1974-75  |  11-14  |  Dave Pierce
1973-74  |  3-19  |  Dave Pierce
1972-73  |  7-17  |  Chuck Henson
1971-72  |  7-16  |  Terry Gravenmeyer
1970-71  |  12-15  |  Terry Gravenmeyer
1969-70  |  2-21  |  Terry Gravenmeyer
1968-69  |  2-13  |  Terry Gravenmeyer



Football

2019  |  3-7   |  Alex DeMatties
2018  |  2-8   |  Alex DeMatties
2017  |  0-10   |  Alex DeMatties
2016  |  4-6   |  Alex DeMatties
2015  |  2-8   |  Greg Westermayer
2014  |  4-6   |  Greg Westermayer
2013  |  3-7   |  Greg Westermayer
2012  |  0-10   |  Greg Westermayer
2011  |  4-7  |  Greg Westermayer  |  Lost 50-6 to Gateway Tech in C4 regional
2010  |  4-7  |  Greg Westermayer  |  Lost 57-7 to Roosevelt in C4 regional
2009  |  1-9  |  John Fourtney
2008  |  2-8  |  John Fourtney
2007  |  3-7  |  Jamison Allen
2006  |  5-5  |  Jamison Allen
2005  |  5-5  |  Kevin Stoffey
2004  |  3-7  |  Kevin Stoffey
2003  |  5-5  |  Kevin Stoffey
2002  |  4-7  |  Ken Weik  |  Lost 36-0 to Cape Girardeau Central in C4 regional
2001  |  2-8  |  Ken Weik
2000  |  2-8  |  Ken Weik



Have information to share? • Our goal is to make this list as inclusive and accurate as possible. If you have updates or information that would help improve this list, we would like to include it here. Click here to contact us by email, or use the form on the left side of this page.










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