| Gerald Linneman Lifetime Achievement Award | |||
| 1998 | Don Sparks | MSHSAA | |
| 1999 | Gerald Linneman & Joe Pawlowicz | Parkway Schools | |
| 2000 | Jim Scanlon, CAA | Washington | |
| 2001 | Roger Estes | Mehlville | |
| 2002 | Vernon "Hap" Whitney | Columbia | |
| 2003 | Dr. Jerry Burbes, CAA | Francis Howell | |
| 2004 | Dr. Edsel Matthews | Springfield | |
| 2005 | Harold Albin, CMAA | Raytown Schools | |
| 2006 | Becky Oakes | MSHSAA | |
| 2007 | Roger Hodapp | Francis Howell | |
| 2008 | Del Rinne | Retired | |
| 2009 | Jim Gagen, CMAA | Retired | |
| 2010 | Marlin Hammond, CAA | Retired | |
| 2011 | Doug Potts, CMAA | Retired | |
| 2012 | Jack Miles | Retired | |
| 2013 | Tim Crone, CMAA | Retired | |
| 2014 | Mike Gohn, CAA | Parkway Schools | |
| 2015 | Darwin Rold, CMAA | Lee's Summit | |
| 2016 | Marty O'Hern, CMAA | MIAAA | |
| 2017 | Thaddeus Hamilton, CAA | Jefferson Jr. High | |
| 2018 | Don Rothermich, CAA | Parkway Schools | |
| 2019 | Stan Kee, CAA | Carrollton HS | |
| 2020 | Kerwin Urhahn | MSHSAA | |