John's father, Colonel Timothy, the brother of John (fourth), although never owning the estate, spent his early boyhood upon it, and much of its fame comes from his connection with it. Colonel Timothy was born in the old house July 17, 1745. Upon his graduation from college, he entered the office of the Register of Deeds as clerk and was appointed head of this department a few years later. In 1768, he was admitted to the Bar, and became the leader and champion of the patriots of Essex County; he wrote the famous address from the citizens of Salem to General Gage, relative to the Boston Port Bill. He held the office of Judge of the Court of Common Pleas for Essex County, being sole Judge of the Maritime Court of the Middle District. This was an office involving great responsibility and decisions concerning large amounts of property, as that was the day of privateers. His military service began in 1766, when he was commissioned lieutenant of the Fourth Military Company of Salem. Three years later he was promoted to the rank of captain and by his interest and careful training raised appreciably the standard of discipline. He was commissioned by the Royal Government colonel of the First Regiment, Essex County Militia. He led the troops who marched out to oppose the entry of Leslie and his Redcoats into Salem on February 26, 1775, when the famous colloquy on North Bridge took place, and the munitions of war concealed in the town were saved to the colonists. In the fall of 1776, he joined Washington in New Jersey with a regiment of seven hundred men, and the next year he was made Adjutant-general of the Continental Army, commencing his service July 17, 1777. When Congress decided to change the personnel of the Continental Board of War from members of Congress to three men not congressmen, Colonel Pickering was chosen to serve on the Board, whose powers and duties were many and important. He was made Quartermaster-general of the Army, also, holding this position until its abolishment, July 25, 1785. He was a member of the committee which wrote the farewell address delivered to Washington, November 15, 1783. With the close of the war, Colonel Pickering withdrew from public life to devote himself to agriculture. He settled in Philadelphia, but his private life was of short duration, as his services were needed for the adjustment of claims made by Wyoming settlers. He had a thrilling experience in the West, being captured by a band of masked men who carried him off and subjected him to horrible torture.