| 2024 - 2025 | Dawna Miletics - Supervisor, Westmoreland County Adult Probation/Parole |
| 2023 - 2024 | Corey Davis - The Kintock Group |
| 2022 - 2023 | Eileen Hager-Moyd - PA Board of Probation and Parole |
| 2021 - 2022 | Dennis Hoerner - PA Board of Probation and Parole |
| 2020 - 2021 | Dennis Hoerner - PA Board of Probation and Parole |
| 2019 - 2020 | Michael Carrington/Dennis Hoerner - PA Board of Probation and Parole |
| 2018 - 2019 | Tonuia Smith - Westmoreland County Probation/Parole |
| 2017-2018 | Eileen Hager - PA Board of Probation and Parole |
| 2016 - 2017 | Daniel Pustinger, PA Board of Probation & Parole |
| 2015 - 2016 | Leo Lutz, Directory of Policy and Program Development, JCJC |
| 2014 - 2015 | Dennis Hoerner, Parole Supervisor, PA Board of Probation & Parole |
| 2013 - 2014 | James Williams, Western Regional Director, PA Board of Probation & Parole |
| 2012 - 2013 | Stephen Bishop, Director, Center for Juvenile Justice Training & Research |
| 2011 - 2012 | Thomas Costa, Eastern Regional Director, PA Board of Probation & Parole |
| 2010 - 2011 | Audia J. Boyles, Director of Education, York Technical Institute - Altoona Campus |
| 2009 - 2010 | John Cookus, Director, Center for Juvenile Justice Training & Research |
| 2008 - 2009 | Robert Kelsey (deceased), Chief, Bucks County Adult Probation/Parole |
| 2007 - 2008 | Thomas Costa, Eastern Regional Director, PA Board of Probation & Parole |
| 2006 -2007 | Nicolas Barrelet, Supervisor, PA Bureau of Juvenile Justice Services |
| 2005 - 2006 | Marcia Combine, Director, Region 3 Community Corrections |
| 2004 - 2005 | Richard McFadden, Parole Manager, PA Board of Probation & Parole |
| 2003 - 2004 | Manny Arroyo, Deputy for Centralized Services, SCI Graterford |
| 2002 - 2003 | Thomas Gaskins, Director, Philadelphia CCC, PA Department of Corrections |
| 2001 - 2002 | James Robinson, Director, PA Board of Probation & Parole |
| 2000 - 2001 | Keith Graybill, Chief Probation Officer, Juniata County |
| 1999 - 2000 | James Burton, Supervisor, PA Board of Probation & Parole |
| 1998 - 1999 | William Reznor, Deputy Commissioner, PA Department of Corrections |
| 1997 - 1998 | Robert J. Bell, III, Probation Officer/Automation Manager, Bucks County |
| 1996 - 1997 | Keith A. Snyder, Director Policy & Program Dev., Juvenile Court Judges' Commission |
| 1995 - 1996 | Steve Suknaic, Director, Dauphin County Juvenile Probation |
| 1994 - 1995 | Robert E. Bair, Supervisor, Bucks County Adult Probation/Parole |
| 1993 - 1994 | Darlene A. Zelazny, Executive Assistant, PA Board of Probation & Parole |
| 1992 - 1993 | John Buggy, Director Field Services, Philadelphia County Adult Probation |
| 1991 - 1992 | David Rockwell, Supervisor, Erie County Adult Probation |
| 1990 - 1991 | David W. Crowe, Chief, Crawford County Adult Probation |
| 1989 - 1990 | Sean R. Ryan, Deputy Chief, Bucks County Adult Probation/Parole |
| 1988 - 1989 | J. Allen Nesbitt, Assistant Director, Lehigh County Department of Corrections |
| 1987 - 1988 | Bruce W. Gallagher, Supervisor, Somerset County Adult Probation/Parole |
| 1986 - 1987 | Diane Dombach, Deputy Chief, Lancaster County Adult Probation |
| 1985 -1986 | Leo Lubawy, Supervisor, PA Board of Probation & Parole |
| 1984 - 1985 | Harold Shalon, Deputy District Director, PA Board of Probation & Parole |
| 1983 - 1984 | Francis V. Crumley, Chief, Bucks County Adult Probation/Parole |
| 1982 - 1983 | Joseph K. Mullen, Consultant, Institute for Juvenile Justice Training |
| 1981 - 1982 | Robert L. Keene, Barber Instructor, PA Depatment of Corrections |
| 1980 - 1981 | James E. Anderson, Consultant, Juvenile Court Judges' Commission |
| 1979 - 1980 | Gene E. Kramer, Director Probation Services, PA Board of Probation & Parole |
| 1978 - 1979 | Carl R. Costello, Administrative Assistant, George Junior Republic |
| 1977 - 1978 | William J. Pysher, Chief, Northampton County Adult Probation |
| 1976 - 1977 | Willis B. Brinker |
| 1975 - 1976 | Harold G. Miller, Chief, Mercer County Juvenile Probation |
| 1974 - 1975 | Dr. Joseph F. Mazurkiewicz |
| 1973 - 1974 | Thelma Kenosh |
| 1972 - 1973 | Anthony A. Guarna |
| 1971 - 1972 | Edward A. Rufus, Director Institutional Parole Services, PA Board of Probation & Parole |
| 1970 - 1971 | Louis Schneiderman, Executive Secretary, Jewish Family Services |
| 1969 - 1970 | Harry E. Russ, Jr., Senior Psychologist, PA Department of Corrections |
| 1968 - 1969 | Eugene C. DiCerbo, Chief, U.S. Probation Eastern District |
| 1967 - 1968 | William F. Butler (deceased) |
| 1966 - 1967 | James Lamb |
| 1965 - 1966 | John F. Dougherty, Chief, Berks County |
| 1964 - 1965 | Elton R. Smith |
| 1963 - 1964 | Ernest S. Patton |
| 1962 - 1963 | Frances K. Sturtevant |
| 1961 - 1962 | George K. Henshaw |
| 1960 - 1961 | Dr. Kenneth E. Taylor |
| 1959 - 1960 | Lawrence Campbell |
| 1958 - 1959 | Paul J. Gernert |
| 1957 - 1958 | Norman K. Morgan, Director of Education, PA Industrial School - Camp Hill |
| 1956 - 1957 | Edward Brubaker, Chief Probation Officer, Dauphin County |
| 1955 - 1956 | Richard G. Farrow, Assistant Superintendent, PA Board of Probation & Parole |
| 1954 - 1955 | Arthur T. Prasse |
| 1953 - 1954 | Peter Frascino, Chief Juvenile Probation officer, Montgomery County |
| 1952 -1953 | Harry J. Cancelml, Supervisor, PA Industrial Home for Women - Muncy |
| 1951 - 1952 | Celia Gray |
| 1950 - 1951 | Raven H. Ziegler |
| 1949 - 1950 | John Bierstein, Supervisor, PA Board of Parole - Harrisburg |
| 1948 - 1949 | Florine Koegler, Probation Officer, Women's Division - Pittsburgh |
| 1947 - 1948 | John Lawson |
| 1946 - 1947 | Leola F. Curtin |
| 1945 - 1946 | Paul Tibbetis |
| 1944 - 1945 | Paul Tibbetis |
| 1943 - 1944 | Dr. E. Preston Sharp, Superintendent, Youth Study Center - Philadelphia |
| 1942 - 1943 | Harvey E. Ruff |
| 1941 - 1942 | Mrs. Helen K. Spencer |
| 1940 - 1941 | Edgar R. Barnes, Chief, Lancaster County |
