20-year Certificate of Merit - The 20-year Certificate of Merit is present to MIAAA members who have served a minimum of 20 years as an athletic administrator.
| 1979-80 | ||
| Fred Biesemyer | Boonville | |
| Cliff Lear | Marshall | |
| Ted Chitwood | Raytown |
| 1980-81 | ||
| Paul Martel | SLUH | |
| Walter Ambrose Sr. | Vashon | |
| Ray DeGreef | St. Francis Borgia | |
| William Cunningham | Louisiana | |
| Hugh Dunn | Macon |
| 1981-82 | ||
| Rex Bailey | Potosi | |
| Murrell Godwin | Festus | |
| Tony Lema | Lindbergh | |
| Gene Steighorst | Hillsboro |
| 1982-83 | ||
| Merrill McDaniels | McCluer North | |
| Don Gosen | Hermann | |
| Bill Shatz | Republic | |
| Mel Coleman | Van Horn |
| 1983-84 | ||
| Ralph Boyer | St. Piux X (Festus) | |
| John Spainhower | Kirksville |
| 1984-85 | ||
| Ron Bergmeier | University City | |
| Robert Goodwin | John F. Kennedy | |
| Russell Stickney | St. Louis Country Day |
| 1985-86 | ||
| D. C. Wilcutt | Christian Brothers College | |
| Bob Bure | Arnold | |
| Al Davis | Rockhurst |
| 1986-87 | ||
| Don Williams | Paris |
| 1987-88 | ||
| Joe Minter | Park Hill |
| 1988-89 | ||
| Thomas W. Gosch | Webb City | |
| Fred Hoyt | St. Mary's (St. Louis) | |
| Thomas Finan | John F. Kennedy | |
| Ken Angell | Aquinas Mercy | |
| John Titus | Brentwood | |
| Calvin Nelson | Northeast (Kansas City) | |
| David Stephenson | Milan |
| 1989-90 | ||
| Bob Fairchild | Chillicothe | |
| Ray Hentges | Helias | |
| Dick Hermann | Principia | |
| John Hoover | Salisbury | |
| Jean Mueller | St. Louis Public Schools |
| 1990-91 | ||
| Jim Cheves | St. Charles | |
| Larry Littrell | Glasgow | |
| David Palmeiro | Tarkio |
| 1991-92 | ||
| Norman Davis | Beaumont | |
| Lowell Eaton | Harrisburg | |
| William George | Richmond | |
| David Gerdeman | Wright City | |
| Don Heeb | Vianney | |
| Skippy Keefer | John Burroughs | |
| James Scanlan | Washington | |
| Richard Simmons | Sumner | |
| "Hap" Whitner | Columbia Public Schools |
| 1992-93 | ||
| John Austin | Wyaconda | |
| Keith Walk | California | |
| Harold Winn | Clark County |
| 1993-94 | ||
| Ron Miller | Kirksville | |
| Tom Shalley | Scotland County |
| 1994-95 | ||
| Kelly Odneal | Westran |
| 1995-96 | ||
| Joe Pawlowicz | Parkway South | |
| James Zach | Soldan International Studies | |
| Del Rinne | Union | |
| Terry Landers | Raytown | |
| Larry York | Jefferson City | |
| John Carter | Washington | |
| Terry Santone | Raytown |
| 1996-97 | ||
| Stan Bergmeier | Hazelwood East | |
| Jerry Burbes, CAA | Francis Howell | |
| Lynn Erickson | Stockton | |
| Jim Gagen, CAA | Marquette | |
| Alranzo Galloway | Eskridge | |
| John Henage | Rock Bridge | |
| Jack Jones | Webster Groves | |
| John Kelly | Hickman | |
| Richard Koettker | St. John the Baptist | |
| Larry Silvey | Ava | |
| Kenny Sutton | Carthage | |
| Debby Watson, CAA | Villa Duchesne | |
| Jim Whitesell | Ash Grove | |
| Craig Whitney | Columbia West Jr. High |
| 1997-98 | ||
| Brent Yates | Macks Creek | |
| Jennifer Jackson | St. Louis Public Schools | |
| Dave Gill | Southern Boone |
| 1998-99 | ||
| Ray Bayens | Bishop DeBourg | |
| Tom Culliton | Missouri School for the Blind | |
| Marianne Haberstroh | Cor Jesu Academy | |
| Gary Hendren | Parkway Central | |
| Dr. Edsel Matthews | Springfield Public Schools |
| 1999-2000 | ||
| Rich Grawer | Clayton | |
| Brent Gregston | Valley Park | |
| Terry Kasper | Francis Howell Central | |
| Skippy Keefer, CAA | John Burroughs | |
| Donald Makovsky | Yeshiva | |
| Robert Strub | Rosary |
| 2000-01 | ||
| Brent Colley | Willow Springs | |
| Rod Denman | Bismarck | |
| Marlin Hammond | Benton County | |
| Steve Hancock | Branson | |
| Rick Johnson | Miller | |
| Terry Johnson | Westminster Christian | |
| Lyle Laffoon | Southwest (Livingston Co.) | |
| Mary Schnitzius | Kirkwood |
| 2001-02 | ||
| Ray Harding | Carthage | |
| Bob McLean | Green Ridge | |
| David Mitchell | Putnam County | |
| Ted Snodgrass | Anderson Jr. High |
| 2002-03 | ||
| Gordan Bredow | Lutheran St. Charles | |
| Brenda Campbell | Versailles | |
| Sam Dunlap, CAA | Roosevelt | |
| Darwin Rold, CMAA | Lee's Summit R7 Schools |
| 2003-04 | ||
| Barb Charboneau | St. Pius X (Festus) | |
| Rich Cooper | Meadville | |
| Charles Guthrey | Marshall |
| 2004-05 | ||
| Waunda Rolfe-Comeaux | Kansas City School District |
| 2005-06 | ||
| Tim Crone, CMAA | Blue Springs | |
| Don Earnest, CAA | Pembroke Hill | |
| Craig Parrack | Climax Springs | |
| Mike Russell | Lutheran North | |
| Michaela Witcher | St. Joseph's Academy |
| 2006-07 | ||
| Nancy Milward | Nerinx Hall | |
| Steve Smith | Fayette School District | |
| John Spotts | North Kansas City School District |
| 2007-08 | ||
| Les Jackson | Grundy County R5 | |
| Phil Willard | Chillicothe |
| 2008-09 | ||
| None |
| 2009-10 | ||
| Brent Keefer | Sikeston | |
| Tom Brown | Meadow Heights R-2 |
| 2010-11 | ||
| Mark Linneman, CAA | Marquette | |
| Dan Borkowski | Vianney |
| 2011-12 | ||
| Cheryl Bramlette | Lee's Summit North HS | |
| Jeff Steffens | Perryville |
| 2012-13 | ||
| None |
| 2013-14 | ||
| Mike McBroom | Brookfield |
| 2014-15 | ||
| None |
| 2015-16 | ||
| Kris Kellams | Parkway North | |
| Lynn O'Neal | Kelly A. Burlison MS | |
| Bob Hebrank | Pattonville |
| 2016-17 | ||
| Jen Brooks, CMAA | Ursuline Academy |
| 2017-18 | ||
| Chad Bradley, CAA | Central (Park Hills) | |
| Kenny Ferguson | Southwest (Washburn) | |
| Chris Kennedy | Wheaton |
| 2018-19 | ||
| Rob Davis, CAA | Smith-Cotton |
| 2019-2020 | ||
| Darrell Jeffries | Lafayette County | |
| Jerry Martin | School of the Ozarks |
| 2020-21 | ||
| Dave Redden | Gateway Legacy Christian Academy | |
| Paul Boschert | Duchesne |