Past Principals of the Year Principal of the Year Winner(s) 2025 Kris Hemstetter, Kent County High School, Kent County. Kelly McVey, Southern Middle School, Anne Arundel County 2024 Dr. Yetunde Reeves, Paul Laurence Dunbar High School, Baltimore, MD 2023 Kimberly Winterbottom, Marley Middle School, Glen Burnie, MD 2022 James Allrich, Argyle Middle School, Silver Spring, MD 2021 Taiisha Swinton-Buck, Digital Harbor High School, Baltimore, MD Dr. Charity McGruder, Stephen Decatur Middle School, Clinton, MD 2020 Nicole Isley-McClure, High Point High School, Beltsville, MD Matthew Record, Pocomoke Middle School, Pocomoke City, MD 2019 Joey Jones, Robert Frost Middle School, Rockville, MD Cindy Dillon, Patapsco Middle School, Ellicott City, MD 2018 Mildred Charley-Greene, Northwood High School, Silver Spring, MD George Lindley, Arundel Middle School, Odenton, MD 2017 Sandra Reid, Pikesville High School, Pikesville, MD Liza Hastings, Bennett Middle School, Fruitland, MD 2016 Annette Wallace, Pocomoke High School, Pocomoke City, MD John Baugher, Francis Scott Key High School 2015 Monifa McKnight, Ridgeview Middle School, Gaithersburg, MD Larissa Santos, Edgewood High School 2014 William Heiser, North County High School Susan Evans, Ridgely Middle School 2013 Kimberly Dolch, North Carroll High School Jason Dykstra, Southern Middle School 2012 Jane Spence, Bowie High School Michael Thorne, Catonsville Middle School 2011 Donald Lilley, Annapolis High School Richard Wilson, Folly Quarter Middle School 2010 William Ryan, River Hill High School Shawn Joseph, Roberto Clemente Middle School 2009 Tom Evans, Eastern Tech High School Dale Brown, Lockerman Middle School 2008 Moreno Carrasco, Richard Montgomery High School Nelson McLeod, Newport Mill Middle School 2007 Christine Handy, Col Richardson High School Sharon Morell, Severna Park Middle School 2006 Gordon L. Sampson, Kent County High School 2005 Heath E. Morrison, Thomas Stone High School Cathy J. Townsend, Salisbury Middle School 2004 Dorothy E. Hardin, Pikesville High School Sterlind Sylvester Burke, Sr., Patuxent Valley Middle School 2003 Adrianne H. Kaufman, Reservoir High School Diane L. Rudolph, Perryville Middle School 2002 David Bruzga, Long Reach High School Michael Reidy, Plum Point Middle School
