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Sunday, September 25, 2022

Patriot Scoundrel

An Early American Enigma

As I continue to profile characters in or mentioned in my upcoming novel, The North Spy, there is one in a cameo role who seemed to be at the periphery of interesting events–– not always in a good way. And that is an understatement. James Wilkinson is one of those enigmatic characters who managed to place himself where he could do the most good for–– himself! 

James Wilkinson

Various historians and writers use James Wilkinson's own writings, and his account of things, while first-hand, is not unbiased. Wilkinson appears in The Cavalier Spy and The North Spy, and I do not portray him very favorably. He becomes a bit of a foil for my protagonist, Jeremiah Creed, and adds a certain ambiguity to things. This will be part 1 of a 2-part treatment of Wilkinson.

Chesapeake Roots

Maryland was the birthplace of James Wilkinson, whose family were mid-level landholders in Calvert County. He was born to Joseph and Althea Wilkinson in Charles County on 24 March 1757. He spent time on the family estate, Stoakely Man, which his father inherited from his grandfather, but by the time James was seven, debt caused his father to lose the estate, which was auctioned off in lots. A small parcel was retained, but James's older brother Joseph inherited it.

Wilkinson hailed from Maryland's Western Shore

A landless second son often had few prospects, but fortunately, his grandmother had enough money and connection to ensure a decent education: first tutoring in his early years and later the study of medicine at the University of Pennsylvania. This would have given him a boost in his career, but politics and the struggle with Britain got in the way of his path to becoming a surgeon.

Revolutionary Youth

James Wilkinson was just eighteen when the "Shot Heard Round the World" changed everything and put him on a pathway to potential military glory. He began his service in 1775 with Thompson's Rifle Battalion, where he was promoted to captain that September. The battalion, formed from "Associator" companies, marched to Massachusetts and joined the newly formed army assembling around Boston.

Pennsylvania Infantry

New England Triumph

But Wilkinson, who we'll see was quick to spy opportunity, soon got himself seconded to General Nathanael Greene as an aide–– a role he would often play to his advantage. By his account, he helped lay in the batteries on Dorchester Heights, an act that sent the British packing.



Dorchester Heights


New York Debacle

He marched with the Continental Army as it scurried south to defend New York in spring 1776. This time as a company commander in Thompson's battalion, on 1 July 1776, The First Pennsylvania Regiment of the Continental Line would play a role in the brutal fighting on Long Island in August.

Retreat from Long Island



Canada Collapse

The campaign to wrest Canada from the British was going badly. While General Washington and Howe danced their armies around New York and across the Jerseys, another front was raging in hot combat but in a much colder climate. Wilkinson went north with reinforcement for Benedict Arnold, who assumed command when the expedition's commander, General Richard Montgomery, was mortally wounded in the assault of Quebec that December. Wilkinson got himself appointed as an aide to Arnold, but the arrival of a relief army under General John Burgoyne sent the Americans into a retreat back to New York.



Basking Ridge Mystery

Arnold would soon fight the invading British to a standstill, but by then, the now Major Wilkinson had gotten himself reassigned as an aide to General Charles Lee, second in command of the Continental Army, during Lee's controversial (he lagged) march from the Hudson Highlands to join Washington outside Philadelphia in December 1776. On a cold, snowy morning, Wilkinson was with Lee, who had left his division and ridden to Widow White's Tavern in Basking Ridge, when British dragoons attacked him under Banastre Tarleton. Lee was captured, but Wilkinson escaped. His account of this is self-serving to him and denigrates Lee. My account in The Cavalier Spy tries to even things up a bit.

Wilkinson escaped Lee's fate at Widow White's


Saratoga Surrender

By the summer of 1777, Wilkinson was a Lieutenant Colonel and Assistant Adjutant to the new commander of the Northern Department, Major General Horatio Gates. He played an active staff role in the dramatic battles and the British Army's surrender. In my novel, The North Spy, he appears competent but manipulative in his interactions with Horatio Gates, Benedict Arnold, Dan Morgan, and my fictional protagonist, Jeremiah Creed.

General Burgoyne's surrender at Saratoga


Career Summit

Wilkinson burst onto the national scene when Gates selected him to ride to Congress with news of the Saratoga victory–– a direct affront to General George Washington and a precursor to upcoming political machinations such as the "Conway Cabal." Wilkinson tarried in his delivery to settle personal matters and, of course, embellished his role. He did this so well that Congress brevetted the twenty-year-old lieutenant colonel a brigadier general even though he had not commanded more than a company of troops. This promotion, and suspicions of his and Gates's connections to the Conway Cabal, caused many officers to turn against him. In fairness, this was a typical reaction among the Continental Army's higher ranks.

Wilkinson's news to Congress bypassed Washington



Brevet Brigadier

With promotion in November 1777 came a new job–– a seat on the Board of War. Various political intrigues and accusations led to him leaving the prestigious Board, which was charged with overseeing the conduct of the war in the spring of 1778. A year later, Congress found another administrative post for him–– Clothier General of the Army. Clearly, his reputation as a politician, lack of previous command experience, and getting cross with the commander-in-chief precluded a field command. But things did not go well, and he resigned from the position in the spring of 1781.

Wilkinson was an unlikely clothier
 for the Continental Army


Family Affair

Before we wrap up Wilkinson's Continental Army career, we'll examine his personal life. While stationed around Philadelphia, the newly-breveted general married Ann Biddle. The couple wed on 12 November 1778. Anne was from one of the most prominent families in Philadelphia. Her first cousin was Charles Biddle, who served as a merchant mariner (privateer), a light infantry officer, and a naval officer during the war. Biddle later became highly prominent in Pennsylvania politics and was closely connected to Aaron Burr. These connections would play out in Wilkinson's future in surprising ways as our story shifts to the frontier.

Connection to Biddle would have
 second-order effects



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