President Washington appointed Pickering to the position of Postmaster General in 1791. After briefly serving as Secretary of War, Pickering became the Secretary of State in 1795, and remained in that office after President Adams was inaugurated. As Secretary of State, Pickering favored close relations with Britain. President Adams dismissed him in 1800 due to Pickering's opposition to peace with France during the Quasi-War.
Pickering won election to represent Massachusetts in the United States Senate in 1803, becoming an ardent opponent of the Embargo Act of 1807. He continued to support Britain in the Napoleonic Wars, famously describing the country as "The World's last hope – Britain's Fast-anchored Isle."[2] He left the Senate in 1811 but served in the United States House of Representatives from 1813 to 1817. During the War of 1812, he became a leader of the New England secession movement and helped organize the Hartford Convention. The fallout from the convention ended Pickering's political career. He lived as a farmer in Salem until his death in 1829.
Early life
Pickering was born in Salem, Massachusetts to Deacon Timothy and Mary Wingate Pickering. He was one of nine children and the younger brother of John Pickering (not to be confused with the New Hampshire judge) who would eventually serve as Speaker of the Massachusetts House of Representatives.[3] He attended grammar school in Salem and graduated from Harvard College in 1763. Salem minister William Bentley noted on Pickering: "From his youth his townsmen proclaim him assuming, turbulent, & headstrong."[4]
After graduating from Harvard, Pickering returned to Salem where he began working for John Higginson, the town clerk and Essex County register of deeds. Pickering was admitted to the Massachusetts Bar in 1768 and, in 1774, he succeeded Higginson as register of deeds. Soon after, he was elected to represent Salem in the Massachusetts General Court and served as a justice in the Essex County Court of Common Pleas. On April 8, 1766, he married Rebecca White of Salem.[5]
In January 1766, Pickering was commissioned a lieutenant in the Essex County militia. He was promoted to captain three years later. In 1769, he published his ideas on drilling soldiers in the Essex Gazette. These were published in 1775 as "An Easy Plan for a Militia."[6] The manual was used as the Continental Army drill book until replaced by Baron von Steuben's Regulations for the Order and Discipline of the Troops of the United States[7]
American Revolutionary War
Salem incident
On February 26, 1775, men under Pickering's command were involved in one of the earliest military engagements in the American Revolution, a confrontation locally referred to as "Leslie's Retreat." A detachment of British regulars under British Army Lt. Colonel Alexander Leslie was dispatched from Boston to search North Salem for contraband artillery. Leslie's men were thwarted from crossing the North River bridge and searching the outlying farms by Pickering's militia and citizens of Salem. Many of these "citizens" were members of Salem's North Church, which was just a short distance from the North Bridge. Col. Leslie chose a Sunday morning to raid Salem knowing that the citizens would be attending church. They were, of course, but the Rev. Thomas Barnard Jr. of the North Church famously left his pulpit that morning to meet the British troops at the bridge. A fast rider from Marblehead had ridden ahead of the British to warn Mr. Barnard. Barnard is credited with convincing Col. Leslie to retreat in peace. If he had not, Pickering's troops would have fired the "shot heard 'round the world" and started the war. Two months later, Pickering's troops marched to take part in the Battles of Lexington and Concord but arrived too late to play a major role. They then became part of the New England army assembling outside Boston to lay siege to the city.
Adjutant general
In December 1776, he led a well-drilled regiment of the Essex County militia to New York, where General George Washington took notice and offered Pickering the position of adjutant general of the Continental Army in 1777 with the rank of colonel. In this capacity he oversaw the building of the Great chain which was forged at the Stirling Iron Works. The chain blocked the Royal Navy from proceeding up the Hudson River past West Point and protected that important fort from attack for the duration of the conflict.
He was widely praised for his work in supplying the troops during the remainder of the conflict. In August 1780, the Continental Congress elected Pickering Quartermaster General.[8]
Rise to power
After the end of the American Revolution, Pickering made several failed attempts at financial success. In 1783, he embarked on a mercantile partnership with Samuel Hodgdon that failed two years later. In 1786, he moved to the Wyoming Valley in Pennsylvania where he assumed a series of offices at the head of Luzerne County. When he attempted to settle a controversy generated by John Armstrong who was antagonizing Connecticut settlers living in the area, Pickering was captured and held hostage for nineteen days. In 1787, he was part of the Pennsylvania convention held to consider ratification of the United States Constitution.[9]
After the first of Pickering's two successful attempts to make money speculating in Pennsylvania frontier land, President Washington appointed him commissioner to the Iroquois; and Pickering represented the United States in the negotiation of the Treaty of Canandaigua with the Iroquois in 1794.
Cabinet member
Washington brought Pickering into the government as Postmaster General in 1791. He remained in Washington's cabinet and then that of John Adams for nine years, serving as postmaster general until 1795, Secretary of War for a brief time in 1795, then Secretary of State from 1795 to 1800. As Secretary of State he is most remembered for his strong Federalist Party attachments to British causes, even willingness to wage war with France in service of these causes during the Adams administration. In 1799 Pickering hired Joseph Dennie as his private secretary.[10]
In 1799 Pickering sailed to England on the merchantman Washington. On October 24 the French privateer Bellona attacked Washington, even though she was flying American colours. Despite the French vessel being better armed and much more heavily manned, Washington succeeded in repelling the attack.[11]
Middle years
After a quarrel with President John Adams over Adams's plan to make peace with France, Pickering was dismissed from office in May 1800. He was named to the United States Senate as a senator from Massachusetts in 1803 as a member of the Federalist Party. In 1804, Pickering and a band of Federalists, agitated at the lack of support for Federalists, attempted to gain support for the secession of New England and New York from the Jeffersonian United States. The plan was abandoned following Aaron Burr's defeat in the 1804 New York gubernatorial election.[12] The irony of a Federalist moving against the national government was not lost among his dissenters. Pickering opposed the American seizure and annexation of Spanish West Florida in 1810, which he believed was both unconstitutional and an act of aggression against a friendly power.[13]
Attacking Embargo policy
Near the end of his only term as a senator, Pickering challenged Jefferson's Embargo Act, reviving his plan for a convention of the New England states to oppose the act and potentially secede from the union.[14] He held several conferences with the special British envoy George Rose and proposed the creation of a pro-British party in New England and urged Rose to persuade British Foreign Secretary George Canning to maintain his hard line against America with the hopes that Jefferson would resort to even more extreme measures, which would ultimately effect a political suicide for the Republicans. Pickering also published his open letter to the Massachusetts Republican governor, which he refused even to read; it contained harsh criticism of the Embargo Act, claimed that Jefferson had presented no real arguments for its enactment, and called for its nullification by the state legislators.[15] Pickering was charged with reading confidential documents in an open Senate session before an injunction of secrecy had been removed.[specify] In response to that charge, the Senate censured Pickering by a vote of 20–7 on January 2, 1811.[16]
Until the 1990s, Pickering's ancestral home, the circa 1651 Pickering House, was the oldest house in the United States to be owned by the same family continually.
^Clarfield. Timothy Pickering and the American Republic p.246
^Mary Pickering, sister of Timothy, was married to Salem Congregational minister Dudley Leavitt, for whom Salem's Leavitt Street is named. A Harvard-educated native of Stratham, New Hampshire, Leavitt died an untimely death in 1762 at age 42. Mary Pickering Leavitt remarried Nathaniel Peaselee Sargeant of Haverhill, Justice of the Supreme Judicial Court of Massachusetts. Mary Pickering's daughter Elizabeth Pickering Leavitt married Salem merchant William Pickman.[1]
^The Diary of William Bentley, D.D., Pastor of the East Church, Salem, Massachusetts, 4 vols. (Gloucester, Mass.: Smith, 1962), 3:352.
^Octavius Pickering and Charles W. Upham, The Life of Timothy Pickering, 4 vols. (Boston: Little Brown, 1867–73), 1:7–15, 31.
^Pickering and Upham, Life of Timothy Pickering, 1:85.
^Pickering and Upham, Life of Timothy Pickering, 1:34–139, 251–522; 2:69–508; Gerard H. Clarfield, Timothy Pickering and the American Republic (Pittsburgh: University of Pittsburgh Press, 1980), 47–144; Edward Hake Phillips, "Salem, Timothy Pickering, and the American Revolution," Essex Institute Historical Collections 111, 1 (1975): 65–78; David McLean, Timothy Pickering and the Age of the American Revolution (New York: Arno Press, 1982).
^Pickering and Upham, Life of Timothy Pickering, 1:532–35; 2:140–73, 182–325, 369–445; Clarfield, Pickering and the Republic, 85–115; Jeffrey Paul Brown, "Timothy Pickering and the Northwest Territory," Northwest Ohio Quarterly 53, 4 (1982): 117–32.
^Roberts, Robert B. (1988). Encyclopedia of Historic Forts: The Military, Pioneer, and Trading Posts of the United States. New York: Macmillan. pp. 407–408. ISBN0-02-926880-X.
Almog, Asaf. “Looking Backward in a New Republic: Conservative New Englanders and American Nationalism, 1793-1833.” Ph.D. diss, University of Virginia, 2020.
Clarfield, Gerard H. "Postscript to the Jay Treaty: Timothy Pickering and Anglo-American Relations, 1795–1797," William and Mary Quarterly 3d ser., 23, 1 (1966): 106–20.
Clarfield, Gerard H. Timothy Pickering and American Diplomacy, 1795–1800. Columbia: University of Missouri Press, 1969.
Clarfield, Gerard. Timothy Pickering and the American Republic. Pittsburgh: University of Pittsburgh Press, 1980.
Clarfield, Gerard H. "Timothy Pickering and French Diplomacy, 1795–1796." Essex Institute Historical Collections 104, 1 (1965): 58–74.
Clarfield, Gerard H. "Victory in the West: A Study of the Role of Timothy Pickering in the Successful Consummation of Pinckney's Treaty," Essex Institute Historical Collections 101, 4 (1965): 333–53.
Garraty, John A. and Mark C. Carnes. American National Biography, vol. 17, "Pickering, Timothy". New York: Oxford University Press, 1999.
Guidorizzi, Richard Peter. "Timothy Pickering: Opposition Politics in the Early Years of the Republic" Ph.D. diss, St. John's University, 1968.
Massachusetts Historical Society (1896) Historical Index to the Pickering Papers. (The Society).
McCurdy, John Gilbert. "'Your Affectionate Brother': Complementary Manhoods in the Letters of John and Timothy Pickering." Early American Studies 4, 2 (Fall 2006): 512–545.
McLean, David. Timothy Pickering and the Age of the American Revolution. New York: Arno Press, 1982.
Pickering, Octavius, and Charles W. Upham. The Life of Timothy Pickering. 4 vols. Boston: Little Brown, 1867–73.
Phillips, Edward Hake. "The Public Career of Timothy Pickering, Federalist, 1745–1802." Ph.D. diss, Harvard University, 1952.
Phillips, Edward Hake. "Salem, Timothy Pickering, and the American Revolution." Essex Institute Historical Collections 111, 1 (1975): 65–78.
Phillips, Edward Hake. "Timothy Pickering at His Best: Indian Commissioner, 1790–1794." Essex Institute Historical Collections 102, 3 (1966): 163–202.
Prentiss, Harvey Pittman. Timothy Pickering as the Leader of New England Federalism, 1800–1815. New York: DaCapo Press, 1972.
Wilbur, William Allan. "Crisis in Leadership: Alexander Hamilton, Timothy Pickering and the Politics of Federalism, 1795–1804." Ph.D. diss, Syracuse University, 1969.
Wilbur, W. Allan. "Timothy Pickering: Federalist, Politician, An Historical Perspective," Historian 34, 2 (1972): 278–92.
Wilentz, Sean "The Rise of American Democracy: Jefferson to Lincoln" W.W. Norton. New York. 2005.