| 1992 |
Robert Cumley, Assistant City Manager, Springfield |
| 1993 |
Tom Kaleko, Assistant City Administrator, Blue Springs |
| 1994 |
Diane Doran, Assistant City Manager, Kansas City |
| 1995 |
Brad Foster, Assistant City Administrator, Belton |
| 1996 |
Patty Gentrup, Assistant City Administrator, Liberty |
| 1997 |
Kathleen Mansfield, Assistant City Administrator, Creve Coeur |
| 1998 |
Kirk Davis, Assistant City Administrator, Lee's Summit |
| 1999 |
Pam Windsor, Assistant City Manager, St. Joseph |
| 2000 |
Thomas Aiken, Assistant City Administrator, Ballwin |
| 2001 |
Robert Heacock, Assistant City Manager, Independence |
| 2002 |
Eric Johnson, Assistant City Administrator, Blue Springs |
| 2003 |
Paula Hertwig Hopkins, Assistant City Manager, Columbia |
| 2004 |
Brian Scott, Assistant City Administrator, Grandview |
2005
|
Todd Thompson, Assistant City Administrator, Raymore |
| 2007 |
Lenore Toser-Aldaz, Deputy City Manager, Clayton |
| 2008 |
Janet Watson, Deputy City Manager, University City |
| 2009 |
Scott Wingerson, Assistant City Manager, Gladstone
|
| 2010 |
Petree Eastman, Assistant City Manager, University City |
2011
|
Jim Feuerborn, Assistant City Admnistrator, Raymore |
2012
|
Matt Harline, Assistant City Administrator, Fulton |
2013
|
Todd Pelham, Deputy City Administrator, Blue Springs |
2014
|
Georgia Ragland, Assistant Chief Administrative Officer, Kirkwood
|
2015
|
Shelby Teufel, Assistant City Administrator/Finance Director, Pleasant Hill
|
2016
|
Jennifer Gray, Assistant City Administrator, Des Peres
|
| 2017 |
Anthony Traxler, Assistant City Manager, Maplewood |
| 2018 |
Sharon Stott, Assistant City Administrator, Creve Coeur |
| 2019 |
Pam Hylton, Assistant City Manager, Richmond Heights |
| 2020 |
Kim Nakahodo, Assistant City Administrator, North Kansas City |
| 2021 |
Collin Quigley, Deputy City Manager, Springfield |
| 2022 |
Jessica Hoffman, Assistant City Administrator, Wentzville |
| 2023 |
Scott Schaefer, Assistant City Administrator, Des Peres |
| 2024 |
Andrea Muskopf, Assistant City Manager, Clayton |
| 2025 |
Cindy Robbins, Assistant City Administrator, Nixa |