Annual Award Winners
DeMolay of the Year
Distinguished Service Award
| Year | Name | Chapter |
| 2024 | Fynn Beard | Altoona |
| 2023 | Michael Roach | Altoona |
| 2022 | Fynn Beard | Altoona |
| 2021 | Alexander Harshbarger | Altoona |
| 2020 | Hunter Rapp | Cedar Rapids |
| 2019 | Keaton Dennis | Cedar Rapids |
| 2018 | Jacob Gimmy | Scott County |
| 2017 | Daniel Cunningham | Altoona |
| 2016 | Cameron Weaver | Cedar Rapids |
| 2015 | Nic Myers | Scott County |
| 2014 | James Jacobs | Scott County |
| 2013 | Philip Oleksa | Cedar Rapids |
| 2012 | Tim Miner | Lewis and Clark |
| 2011 | Michael Podzimek | Cedar Rapids |
| 2010 | Casey Dirks | Cedar Rapids |
| 2009 | Michael Podzimek | Cedar Rapids |
| 2008 | Rob Shaw | Hawkeye |
| 2007 | Tyler Odom | Scott County |
| 2006 | Andrew Reif | James A Guest |
| 2005 | Jonathan Freel | Altoona |
| 2004 | Miles Flamme-Wiese | Champlin |
| 2003 | Jude Coghlan | Allen |
| 2002 | Ephraim Cooper | Southgate Fellowship |
| 2001 | Aaron Flaugh | North Iowa |
| 2000 | Adam Linderblood | Champlin |
| 1999 | Ryan Logan | Champlin |
| 1998 | Colbin Erdahl | Hawkeye |
| 1997 | Michael Barnes | Keokuk |
| 1996 | Keath Allen | Hawkeye |
| 1995 | Lee Edgar | North Iowa |
| 1994 | Steve Reichardt | James A Guest |
| 1993 | Brad Reichardt | James A Guest |
| 1992 | Shane Harshbarger | James A Guest |
| 1991 | Max Loper | James A Guest |
| 1990 | Eric Sullivan | Blackhawk |
Advisor of the Year
Guild of the Leather Apron
| Year | Name | Chapter |
| 2024 | Gary Shaulis | Black Hawk |
| 2023 | None Awarded | |
| 2022 | None Awarded | |
| 2021 | Scott Wheeler | Altoona |
| 2020 | None Awarded | |
| 2019 | None Awarded | |
| 2018 | James Cox | Cedar Rapids |
| 2017 | Josh Williams | Altoona |
| 2016 | Andrew McWade | Scott County |
| 2015 | Brian Hodgini | Scott County |
| 2014 | Kyle Martin | Cedar Rapids |
| 2013 | Jason Smith | Lewis and Clark |
| 2012 | Jeff Freel | Altoona |
| 2011 | Joe Podzimek | Cedar Rapids |
| 2010 | Don Sardesen | Altoona |
| 2009 | Robert Young | Allen |
| 2008 | John Sutton | Allen |
| 2007 | Dick Gallagher | Cedar Rapids |
| 2006 | Dave Stuart | Allen |
| 2005 | Angela Faler | Keokuk |
| 2004 | Darryl Knight | Ames |
| 2003 | Erik Allen | Hawkeye |
| 2002 | Kirk Williams | Allen |
| 2001 | Tom Cooper | Southgate Fellowship |
| 2000 | Dave Rumney | Cedar Rapids |
| 1999 | James Allen | Hawkeye |
| 1998 | Loren Stein | James A Guest |
| 1997 | James Roske | Altoona |
| 1996 | Mike Bennett | Keokuk |
| 1995 | Russell Guster | Prudence |
| 1994 | Kevin Smith | Cedar Rapids |
| 1993 | Dan Fuhrman | Nevada |
| 1992 | Morris Anderson | Cedar Rapids |
| 1991 | Rod Cary | James A Guest |
| 1990 | Gary Shaulis | Blackhawk |
Most Valuable Player (MVP)
Medal of Appreciation
| Year | Name | Role |
| 2024 | Miles Flamme-Wiese | State Staff |
| 2023 | None Awarded | |
| 2022 | None Awarded | |
| 2021 | Ron Hicks | Mason |
| 2020 | None Awarded | |
| 2019 | None Awarded | |
| 2018 | Miles Flamme-Wiese | State Staff |
| 2017 | Michael Podzimek | State Staff |
| 2016 | Rob Myers III | State Staff |
| 2015 | Jonathan Freel | State Staff |
| James Cox | State Staff | |
| 2014 | Matthew Buckley | State Staff |
| 2013 | None Awarded | |
| 2012 | None Awarded | |
| 2011 | Craig Davis | Grand Lodge |
| 2010 | Mark Cook | State Staff |
| 2009 | James Roske | State Staff |
| 2008 | Shane Harshbarger | State Staff |
| 2007 | Kyle Martin | State Staff |
| 2006 | Charlie Brinkerhoff | Grand Lodge |
| 2005 | Robert Erickson | Grand Lodge |
| 2004 | Bill Paisley | State Staff |
| Kyle Martin | Cedar Rapids Advisor | |
| 2003 | Peter Grandgeorge | State Staff |
| 2002 | Perry Casazza | State Staff |
| 2001 | James Roske | State Staff |
| 2000 | Erik Brincks | State Staff |
| 1999 | Eric Thye | SMC |
| 1998 | Shane Harshbarger | State Staff |
| 1997 | D. Dean Johnson | Grand Lodge |
| 1996 | Kevin Smith | State Staff |
| 1995 | Matthew Buckley | State Staff |
| 1994 | Jay Watters | State Staff |
| 1993 | Lee Wilkinson | State Staff |
| 1992 | Dave Poffenbarger | State Staff |
| 1991 | Shane Harshbarger | SMC |
| 1990 | Dave Poffenbarger | State Staff |
Chapter of the Year
| Year | Chapter |
| 2024 | Altoona |
| 2023 | Altoona |
| 2022 | Altoona |
| 2021 | Altoona |
| 2020 | Altoona |
| 2019 | Cedar Rapids |
| 2018 | Cedar Rapids |
| 2017 | Cedar Rapids |
| 2016 | Scott County |
| 2015 | Scott County |
| 2014 | Scott County |
| 2013 | Cedar Rapids |
| 2012 | Cedar Rapids |
| 2011 | Altoona |
| 2010 | Altoona |
| 2009 | Cedar Rapids |
| 2008 | Cedar Rapids |
| 2007 | Cedar Rapids |
| 2006 | Scott County |
| 2005 | None Awarded |
| 2004 | Champlin |
| 2003 | Allen |
| 2002 | Champlin |
| 2001 | Champlin |
| 2000 | Hawkeye |
| 1999 | Hawkeye |
| 1998 | Hawkeye |
| 1997 | Keokuk |
| 1996 | James A Guest |
| 1995 | James A Guest |
| 1994 | Cedar Rapids |
| 1993 | James A Guest |
| 1992 | James A Guest |
| 1991 | James A Guest |
| 1990 | Blackhawk |