| 2023 | Tyler Wood |
| 2022 | Timothy Monty |
| 2021 | Timothy Monty |
| 2020 | Nathan Muehl, LUTCF |
| 2019 | Tyler Wood |
| 2018 | Tyler Wood |
| 2017 | William Allen, LUTCF |
| 2016 | Timothy Cope |
| 2015 | PJ Pfeifenberger, LUTCF |
| 2014 | Jo Ann Thibault, CDFA, FSS |
| 2013 | Nathan Muehl, LUTCF |
| 2012 | Carrie Griffin, LUTCF, MA |
| 2011 | Wendy L. Jestings |
| 2010 | Edmond Rousse, LUTCF |
| 2009 | Jeff Greene |
| 2008 | Rodrique Cousino, LUTCF |
| 2007 | Michael Parolin, CFP, LUTCF, ChFC |
| 2006 | Stanton C. Hall, CLU, ChFC |
| 2005 | Greg McLenithan, CFL, CLU, ChFC, LUTCF |
| 2004 | Glenn Sowalskie, CLU, LUTCF |
| 2003 | Robert C. Nowak, LUTCF |
| 2002 | Sandie Maynard, CLU, ChFC, LUTCF, CASL |
| 2001 | Michael Bombardier, LUTCF |
| 2000 | Daniel Reagan, ChFC |
| 1999 | Robert A. Bridges, CLU, ChFC, LUTCF, RHU |
| 1998 | Karen S. Blosser, CLU, LUTCF |
| 1997 | J. David Hourigan, LUTCF |
| 1996 | Richard Lowrey, Sr., LUTCF |
| 1995 | Mark J. Monty, CLTC |
| 1994 | Daniel Hillard, CLU, ChFC |
| 1993 | Mark Waskow, CLU, ChFC, LUTCF |
| 1992 | Richard Lowrey, Sr., LUTCF |
| 1991 | Patricia A. Nowak, CLU, ChFC, LUTCF |
| 1990 | Kenneth Nelson, CLU, ChFC |
| 1989 | Leroy Furman, CLU |
| 1988 | Jean Snow, CLU, ChFC |
| 1987 | David G. Sevigny, CLU |
| 1986 | William C. Root, CLU, CFP |
| 1985 | Christopher Cain, CLU |
| 1984 | Loring G. Hill |
| 1983 | Samuel E. Ravitt |
| 1982 | Paul R. Choquette |
| 1981 | Donald G. Jones, CLU |
| 1980 | Stanley Delorme, CLU |
| 1979 | Walden Rooney, CLU, ChFC |
| 1978 | Joseph Choquette |
| 1977 | Roland Burroughs, CLU, ChFC, LUTCF |
| 1976 | Joseph J. Hardy |
| 1975 | Gilbert D. Noble, CLU |
| 1974 | Edwin W. Lewis |
| 1973 | Robert Gillespie, CLU, ChFC |
| 1972 | Vernon W. Little |
| 1971 | Mayer S. Goldberg |
| 1970 | Raymond E. Steams, Jr. |
| 1969 | John E. Hancock, CLU, ChFC |
| 1968 | Robert F. Smith, CLU |
| 1967 | Chester B. Eaton, CLU |
| 1966 | Richard L. Provost |
| 1965 | David Boardman, CLU |
| 1964 | Charles F. Curtis, CLU |
| 1963 | Albert B. Jerard, CLU |
| 1962 | Bernard H. Zais, CLU |
| 1961 | Thomas K. Egan, CLU |
| 1960 | Homer W. Hurlburt |
| 1959 | Ernest H. Bancroft |
| 1958 | Clair A. Holbrook |
| 1957 | Alfred J. Beauchamp, CLU |
| 1956 | H. Francis Mahoney |
| 1955 | M. Baxter Cummings, Jr., CLU |
| 1954 | Charles F. Lyman |
| 1953 | John B. Caldwell, CLU |
| 1952 | N. Dean Rowe |
| 1951 | Edward Osgood |
| 1950 | Kenneth S. Austin |
| 1949 | Frederick E. Gould, CLU |
| 1948 | Fred S. Brynn |
| 1947 | Theodore Thomas |
| 1946 | Charles A. Abair |
| 1945 | Bennett D. Bell |
| 1944 | Albert E. Jensen |
| 1943 | Charles P. Flinton |
| 1942 | Robert Janke |
| 1941 | Bart F. Garrity |
| 1940 | Raymond A. Briggs |
| 1939 | James A. Bruce |
| 1938 | Alton R. Briggs |
| 1937 | B. H. Dunleavy |
| 1936 | Harold Bancroft |
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