His family house and land at Windmill Point later became the location for the United States Naval Academy.
[5] In 1766, the year he became Mayor, Dulany became embroiled in a war of words with Samuel Chase, a vocal opponent of the Stamp Act and later a signer of the American Declaration of Independence.
In an open letter dated July 18, 1766, Chase attacked Dulany, Michael MacNamara, John Brice, George Steuart (1700–1784), and others for publishing an article in the Maryland Gazette Extraordinary of June 19, 1766, in which Chase had been accused of being: "a busy, reckless incendiary, a ringleader of mobs, a foul-mouthed and inflaming son of discord and faction, a common disturber of the public tranquility".
"[6] In particular, Chase accused Dulany of electoral impropriety: You were re-elected by mere chance, but upon a petition from the citizens, complaining of an undue election, you were again discharged from the house, and another gentleman chosen in your room, I was unfortunately of that number who were of opinion your election was void, and voted accordingly.
This, Sir, is the cause of your resentment against me ...[7]The Dulany family were loyal to the Crown during the Revolution and as a result most of their extensive estates were confiscated after the war.