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Dedham High School Principals
| Years |
Name |
# of Years |
| 1851-1852 |
Charles Capen |
1 Year |
| 1852-1892 |
Carlos Slafter |
40 Years |
| 1892-1913 |
George Joyce |
21 Years |
| 1913-1918 |
William Sprague |
5 Years |
| 1918-1919 |
William Lee, Jr. |
1 Year |
| 1919-1953 |
Ralph Eaton |
34 Years |
| 1953-1955 |
Harold Cowan |
2 Years |
| 1955-1962 |
Lawrence Brown |
7 Years |
| 1962-1973 |
Thomas O'Donnell |
11 Years |
| 1973-1976 |
John Benn |
3 Years |
| 1976-1987 |
Peter Smith |
11 Years |
| 1987-1992 |
Anthony Zonfrelli |
5 Years |
| 1992-1997 |
Denise Walsh |
5 Years |
| 1997-2000 |
Peter Smith |
3 Years |
| 2000-2008 |
Alan Winrow |
8 Years |
| 2008-2011 |
Jacob Santamaria, Jr. |
3 Years |
| 2011-2016 |
Ron McCarthy |
6 years |
| 2017-present |
Jim Forrest |
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