The MacDermots Roe were Jacobites, supporting James II against William of Orange following the 1688 English Revolution. Sir Terence Dermott served as Lord Mayor of Dublin in 1689 under James II. Later, Sir Terence followed James II into exile at Saint-Germain-en-Laye, France where the King made him a captain of a privateer vessel. Henry MacDermot Roe was a Jacobite captain in the army of James II.