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 VACANT