Police Commissioners - Annapolis Police Department
- 1931 - 1932 R. Lee Waller
- 1932 Thomas G. Basil
- 1932 - 1935 Charles Meyers
- 1952 - 1965 George W. Rawlings
- 1966 - 1973 Ridgely Gaither
- 1973 William B. Clatonoff
The post of Police Commissioner was abolished in 1973.
Chiefs of Police - Annapolis Police Department
- 1867 - 1869 Thomas Basil
- 1869 - 1870 Nicholas J. Deal
- 1871 - 1872 Elijah J. Russell
- 1873 - 1875 Benjamin F. Cadell
- 1875 - 1879 Henry Burlinghame
- 1880 - 1882 James B. Thomas
- 1883 John E Brown
- 1883 - 1886 James T. Small
- 1887 - 1895 Arthur Martin
- 1896 - 1901 Howard B. Taylor
- 1901 - 1902 Travers T. Brown
- 1903 Howard B. Taylor
- 1904 - 1907 George Hahn, Jr.
- 1907 - 1925 Charles H. Oberry
- 1926 - 1935 Richard B. Holliday
- 1935 - 1949 William R. Curry, Sr.
- 1949 - 1961 George W Rawlings
- 1961 - 1973 Anthony W Howes
- 1973 - 1980 Bernard Kalnoske
- 1980 Samuel A. Cyrus
- 1980 - 1990 John C. Schmitt
- 1990 Cassin B. Gittings
- 1990 - 1994 Harold M. Robbins, Jr.
- 1994 - 2008 Joseph S Johnson
- 2008 - 2017 Michael A. Pristoop
- 2017 - 2019 Scott Baker
- 2019 - Present Edward C. Jackson