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IWCOA Administrator of the Year
- 2024 – Class 1A – Art Stafford, Coal City
- 2024 – Class 2A – Rich Harvey, Rochelle
- 2024 – Class 3A – Todd Thompson, Moline
- 2023 – Class 1A – Tim Gipe, Sandwich
- 2023 – Class 2A – Herb Knoblauch, Washington
- 2023 – Class 3A – Peter Goff, DeKalb
- 2022 – Class 1A – Jeff Hill, Petersburg (Porta)
- 2022 – Class 2A – Matt Hensley, Mahomet Seymour
- 2022 – Class 3A – Dan Jones, Hinsdale (Central)
- 2020 – Class 1A – Dan Hutchings, Coal City
- 2020 – Class 2A – John Young, Lemont
- 2020 – Class 3A – Mike Obsuszt, Barrington
- 2019 – Class 1A – Tom Smargiassi, Lena-Winslow-Stockton
- 2019 – Class 2A – Chauncey Carrick, Sycamore
- 2019 – Class 3A – Peter Goff, DeKalb
- 2018 – Class 1A – Dan Beebe, Aurora (Christian)
- 2018 – Class 2A – Kevin Crandall, Rochelle
- 2018 – Class 3A – Randy Conrad, Franklin Park (Leyden)
- 2017 – Class 1A – Jeff Hill, Petersburg (PORTA)
- 2017 – Class 2A – Greg King, Sterling
- 2017 – Class 3A – Ted Robbins, New Lenox (Lincoln-Way W.)
- 2016 – Class 1A – Dan Hutchings, Coal City
- 2016 – Class 2A – Herb Knoblauch, Washington
- 2016 – Class 3A – Seth Schoonover, Yorkville
- 2015 – Class 1A – Jeff Reents, Wilmington
- 2015 – Class 2A – Chauncey Carrick, Sycamore
- 2015 – Class 3A – Dan Jones, Hinsdale (Central)
- 2014 – Class 1A – Rich Montgomery, Rock Falls
- 2014 – Class 2A – Travis Mackey, Geneseo
- 2014 – Class 3A – Todd Rosenthal, Moline
- 2013 – Class 1A – Adam Spicer, Wilmington
- 2013 – Class 2A – Kevin Crandall, Rochelle
- 2013 – Class 3A – Hud Venerable, Lincoln-Way Central
- 2012 – Class 1A – Lon Gerrish, Sandwich
- 2012 – Class 2A – Seth Schoonover, Yorkville
- 2012 – Class 3A – Bruce Scheidegger, Orland Park (Sandburg)
- 2011 – Class 1A – Dan Casillas, Prairie Central
- 2011 – Class 2A – Marty Williams, Mahomet-Seymour
- 2011 – Class 3A – Matt Bowser, Glenbard North
- 2010 – Class 1A – Rich Montgomery, Rock Falls
- 2010 – Class 2A – Matt Hensley, Mahomet-Seymour
- 2010 – Class 3A – Robert Tyrell, Minooka
- 2009 – Class 1A – Kip Crandall, Oregon
- 2009 – Class 2A – Dan Cliffe, Burlington
- 2009 – Class 3A – Randy Conrad, Leyden
- 2008 – Class A – Mike Lootens, Stanford Olympia
- 2008 – Class A – Dave Smith, Princeton
- 2008 – Class AA – Todd Rosenthal, Moline
- 2007 – Class A – Dan Schmitt, Prairie Central
- 2007 – Class AA – Larry Jenkins, Glenbard North
- 2006 – Class A – C.J. “Skip” Tarran, Reed Custer
- 2006 – Class AA – Tim Feigh, Hinsdale South
- 2006 – Class AA – Randall Konstans, West Aurora
- 2005 – Class A – Don Riley, Montini
- 2005 – Class AA – Rich Fullride, Morton
- 2004 – Class A – Matt Swick, Wilmington
- 2004 – Class AA – Jim Rees, Maine South
- 2003 – Class A – Curt Christenson, Normal (U-High)
- 2003 – Class AA – Neil McCauley, Naperville
- 2002 – Class A – Rich Montgomery, Rock Falls
- 2002 – Class AA – Washington Bush, Conant
- 2001 – Class A – William Hoecker, Burlington Central
- 2001 – Class A – Neal Pavlus, Byron
- 2001 – Class AA – Barb Barrows, Neuqua Valley
- 2001 – Class AA – Jim Unrath, E. Moline United Township
- 2000 – Class A – Mike Clark, Clinton
- 2000 – Class AA – Mike Hennessey, Niles Notre Dame
- 1999 – Class A – Vern Welp, Oregon
- 1999 – Class AA – Tim Albers, Libertyville
- 1998 – Class A – Dave Turner, Porta
- 1998 – Class AA – John Bauer, Aurora West
- 1998 – Class AA – Fran Re, Belvidere
- 1997 – Class A – Dan Schmitt, Prairie Central
- 1997 – Class AA – Wayne Demarr, St. Charles
- 1996 – Class A – Marshall Weeks, Sandwich
- 1996 – Class AA – Greg Bradley, Mt. Zion
- 1995 – Class A – Ken Cummins, Plano
- 1995 – Class AA – Dick Kerner, Waubonsie Valley
- 1994 – Class A – Carlin Nalley, Lisle
- 1994 – Class AA – Neal McCauley, Naperville
- 1993 – Class A – Neal Pavlus, Byron
- 1993 – Class AA – Art Rohlman, DeKalb
- 1992 – Class A – Dave Gannaway, U-High, Normal
- 1992 – Class AA – Bill Casey, Niles Notre Dame
- 1991 – Class A – John Cullick, Coal City
- 1991 – Class AA – Larry Bernard, Bolingbrook
- 1991 – Class AA – Ralph Krupke, Lake Park
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