| 2025 | Ms. Dina Campana Smith | Arthur J. Gallagher |
| 2024 | Ms. Martine N. Domingues | Morris & Garritano Insurance Agency, Inc. |
| 2023 | Mr. Jonathan A. Schreter | Bolton Insurance Services |
| 2022 | Mr. Bob T. Teshima | George Petersen Insurance Agency, Inc. |
| 2021 | Mr. Bryon R. Pedevillano | PTL Insurance Brokers |
| 2020 | Ms. Melissa A. Phillipp-Himes | Phillips & Associates Insurance Services, Inc. |
| 2019 | Mr. Robert A. Oates | InterWest Insurance Services, LLC |
| 2018 | Mr. Todd C. Williams | Buckman-Mitchell |
| 2017 | Mr. David K. Nelson | Tegner-Miller Insurance Brokers |
| 2016 | Mr. Craig P. Williams | JSW Insurance Associates |
| 2015 | Mr. Bradley C. Wilson | Wilson and Company Insurance Services, Inc. |
| 2014 | Mr. Kenneth R. Turknette | Bolton & Company |
| 2013 | Mr. Tabb G. Randolph | Wraith, Scarlett & Randolph Insurance Services, Inc. |
| 2012 | Mr. Steven G. Shea | Marsh & McLennan Agency |
| 2011 | Mr. Timothy R. Manaka, Jr. | FIA Insurance Services, Inc. |
| 2010 | Mr. Kevin M. Baker | Suhr Risk Services of California Insurance Brokers |
| 2009 | Mr. Richard E. Dinger | Crescenta Valley Insurance Agency |
| 2008 | Mr. H. Scott Kerns | BayRisk Insurance Brokers |
| 2007 | Mr. Paul F. Bystrowski | John O. Bronson Company |
| 2006 | Mr. Stewart Sawyer, III | Wells Fargo Insurance Services |
| 2005 | Mr. Stanley S. Simpson, Jr. | Buckman-Mitchell, Inc. |
| 2004 | Mr. Andrew J. Valdivia | White & Company Insurance |
| 2003 | Mr. Neal N. Nakashima | Outrigger Enterprises, Inc. |
| 2002 | Mr. Joseph A. Hernandez, Jr. | Hernandez & Associates |
| 2001 | Mr. Donald A. Way | Thoits Insurance Services, Inc. |
| 2000 | Mr. John E. Johnson | McDermott-Costa Co. Inc. |
| 1999 | Mr. Jeffrey T. Malone | Malone Ludwig Insurance Services, Inc. |
| 1998 | Mr. John F. Morey | The J. Morey Company |
| 1997 | Mr. Gerald H. Miller | Miller-Robertson Insurance Services |
| 1996 | Mr. Joseph Gregov | |