John Green Heywood served as Manager of the Worcester Art Museum from 1898 to 1907. He was also a member of the Board of Trustees.
The following have served as Directors of the Museum:
| Philip T. Gentner | 1908-1917 |
| Raymond Wyer (changed his name in 1923 to Raymond Henniker-Heaton) |
1918-1925 |
| George W. Eggers | 1926-1930 |
| Francis Henry Taylor | 1931-1939 |
| Charles H. Sawyer | 1940-1947 |
| Louisa Dresser Campbell (Acting Director) |
1943-1946 |
| George L. Stout | 1947-1955 |
| Francis Henry Taylor | 1955-1957 |
| Daniel Catton Rich | 1958-1970 |
| Richard Stuart Teitz | 1970-1981 |
| Tom L. Freudenheim | 1982-1986 |
| James A. Welu | 1986-2011 |
| Matthias Waschek | 2011 - |
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