It Happened Here -- Spies, Spies and more Spies
(Part II. The Covert War in the Northern Department, after Burgoyne)
With Burgoyne's defeat, the focus of the war shifted south and both British and American commands reassigned regiments of their "regulars" to the stalemated war around New York City or the active war further south. For the British and American generals tasked with protecting their home bases, of respectively, Canada, and upstate New York, fear of surprise attack became an increasing concern.
Memories of the 1775 American invasion of Canada which resulted in the capture of Montreal, and a nearly successful attack on Quebec by a mostly New York and New England army were still fresh in the minds of British/Canadian authorities. The announcement of an American/French alliance in February 1778 was further cause for alarm. Surely the French were looking at overturning the results of the last war, and restoring New France! These fears were combined with the desire to mobilize loyalist-leaning individuals to become "friends of government" to collect and pass along information, and provide "safe house" shelters for spies and couriers. Coupled with this was the continuing need to recruit loyalists to serve in provincial regiments. In the years following Burgoyne's defeat, the level of spying and covert activity would actually increase.
From an American perspective, the Indian/Tory raids of 1778-9 on Cherry Valley, Cobleskill, Minisink (the future Port Jervis area), Andrusville, Springfield, and Wyoming, PA reawakened long held fears of Indian attack, dating back over a century. The participation of some local Tories, former neighbors, in these raids galvanized Committees of Safety to aggressively monitor their Loyalist-leaning neighbors for any indications of collusion with the enemy. Counter intelligence activity increased, with local Committees of Safety (often little more than vigilante groups) arresting, interrogating, and sometimes imprisoning or banishing/harassing Loyalists and their families from the area.
From the beginning of the war, at the command level, spying -- the gathering of tactical and strategic information had been pretty much a personal and ad-hoc affair with commanders themselves, (often through a trusted adjutant), sending out and personally debriefing a few trusted spies. Phillip Schuyler had extensive business contacts in Montreal before the start of the war. He continued to get information from them which he passed on to the Continental Army and New York State authorities, even after he stepped down as the Major General of the Northern Department. George Washington kept tabs on the British high command through a succession of aides, until he found the right one, to operate his "Culper
Spy Ring."
As the conflict wore on, and the level of covert actions, and volume of counter intelligence operations increased, both sides developed more organization. (Note! We are along way from the OSS, MI-6, CIA or Mossad, here.) In Canada, Lt. General Frederick Haldimand replaced Sir Guy Carleton in the summer of 1778. By 1779 the southern fort at St Johns [1] had been strengthened and become the effective departure point for operations into New York. Haldimand recognized that New York and Vermont loyalists would be more effective for covert operations where they would be less likely to stand out than British regulars; they would know the territory and would likely have family and friends from whom they could get assistance. His officers working in British secret service began to recruit Loyalist for covert assignments. Working through his secretary, Capt. Robert Matthews, Haldimand approved Justus Sherwood, a trusted Loyalist and veteran of the Battles of Bennington and Saratoga, who had begun working as a secret courier, to oversee his covert operations. He was joined in 1781 by Dr. George Smyth of Ft. Edward and Albany who initially had been a member of the NY Provincial Congress, but became disillusioned and began funneling information to the British. Under suspicion, he had been placed under house arrest, twice and was about to be imprisoned when he was "extracted" by British agents. Together they would oversee operations, with Sherwood doing more of the tactical and logistical planning and Smyth doing more strategic planning, security and counterintelligence. In the summer of 1781 a blockhouse was built on the southern end of North Hero Island in Lake Champlain. Known as the Loyal Blockhouse, from there, raids and intelligence operations could depart and return without public knowledge [2].
Rte 156, Altamont
In April 1778 John Jay proposed to the NY Legislature that state boards be created to regionally counteract the threat of Loyalist plots and recruitment drives in the state. Of the seven boards, the minutes of only the "Albany Board of Commissioners for Detecting and Defeating Conspiracies in the State of New York" has survived. They show an active board that arrested and examined some 1000 Tories. The four person board could issue arrest warrants based on the testimony of informants. With a company of militia at their command, they had the power to arrest, incarcerate and deport individuals . They could release them on bail, subject to good behavior, or require them to report regularly to a board member. Some were freed on the condition they joined the Continental Army. Bails could be accessed for from 40 to 5000 pds.
Increasingly larger numbers of Tories were imprisoned in Albany, with many locked away in the basement of City Hall, the old Stadt Huis, Some detainees were brought from other regions. Like British prisons at the time, conditions were often bad. With many in chains, the jail was overcrowded. With few adequate facilities for holding them, some detainees were locked away in damp, dark cellars or shut up in windowless attics that were freezing in the winters and stifling in the summers .
As their numbers grew, the pressure from Loyalists who had escaped to Canada grew on the British government to get their incarcerated friends and family members freed. The war had gone on long enough that prisoner exchanges had become fairly commonplace but the British administration was at a disadvantage, with relatively few exchangeable prisoners. So added to their tasks of securing secret information, acting as secret couriers, recruiting troops under the noses of patriot authorities, Tory "spies" were tasked with the job of kidnapping important Whigs to be used in hostage exchanges
Among over a hundred spies, informants and secret couriers who operated in upstate NewYork and Canada in the latter part of the war, three gained public notoriety/fame for their activities.
When war came Thomas Loveless was a small farmer living on frontier land around Fish Creek in an area between Ballston, Old Saratoga (Schuylerville) and Jessups Landing (Corinth). In November 1776 he enlisted in the King's Loyal Americans, a battalion organized by the wealthy landowners Ebenezer and Edward Jessups.[3] Why he supported the Loyalists is uncertain. Members of his family and perhaps he, himself had volunteered in the provincial forces supporting the British, in the French and Indian War. Certainly, he must have been attracted by the land bounty offered by Jessups for enlisting. In Burgoyne's Invasion Loveless served as a teamster/bateaux man helping move Burgoyne's massive baggage train south. After Burgoyne's defeat, with most other Loyalist soldiers, he was paroled to Canada, where his family had already fled. For nearly two years he worked with most other loyalist parolees building roads and strengthening defenses in the approaches to Montreal. In the fall of 1779 Thomas Loveless was among the first Loyalist soldiers to be recruited as a guide for covert operations, guiding new recruits in, scouting and working as a courier. In the fall of 1780 Thomas decided to begin actively recruiting Tory volunteers within NewYork on his covert missions. By this time, success in recruitment had become a recognized path for advancement. Typically, a man who raised a company of 50-60 men could expect to be commissioned Captain of that company; one who recruited 25-30 men could be commissioned a Lieutenant; an Ensign, 12-15 men. Unlike some of his fellow agents, Loveless was literate and one or two of his reports have survived in the Haldimand papers. In one, in a mix of personal observations, intelligence from informants and "news" from other colonies, he reports on a new blockhouse with stockade being built south-west of (Old) Saratoga in Palmerstown, its size, the number of troops garrisoned in it, and the absence of cannon, as well as news of French ships in harbor in Rhode Island.
While recruitment efforts were highly valued by Loyalist commanders they dangerously exposed operatives. Before long Thomas Loveless, and other recruiter-spies were well-known by reputation,
to both the rebel authorities and public, as well.
Following his commission as an ensign, Rte 4, south of Schuylerville

in September 1781 Loveless' operations became centered around the garrison posted at (Old) Saratoga. Several robberies were attributed to him and a group of four conspirators, including a break-in at Phillip Schuyler's summer house, south of (Old) Saratoga. A central target for Loveless was Col. Cornelius Van Vechten, commander of the 11th regiment, (Saratoga) Albany Co. Militia. Justus Sherwood (Loveless' "handler") believed Van Vechten could be "turned". Loveless' men set up a small camp in a wooded swamp, five miles from "Do-ve-gat", Van Vechten's home on the site of his old house, that had been occupied by General Burgoyne before and after the battle, and burned when he retreated from there. According to one tradition Hezakiah Dunham, the captain of the local militia was alerted to the gang's presence by a local boy attempting to buy rum at a local tavern for a group of 'men' encamped in the woods. Captain Dunham and four of his men, hastily assembled, divided to search the woods in the early predawn hours. The militia captain and two of his party stumbled upon the five spies, as dawn was breaking, assembled around a dying campfire, putting on stockings and shoes, preparing to begin their day. Silently directing his men, Dunham and his two companions simultaneously jumped from their hiding places as the Captain yelled "Surrender, or you are all dead men!" (A rather unlikely event of three men armed with single shot muskets taking down five opponents)--but the shock and suddenness of the attack were enough to overawe the Tories and, presumably soon joined by the other militiamen, Dunham was bringing in his captives.
Rte 29 at Schuylerville Central School, Schuylerville.
Justus Sherwood, had been concerned that if captured, Loveless might be hanged as a spy. So he drafted his order so that if captured Loveless would be presented as a common Loyalist volunteer, participating in a small military raid, to be treated as a common prisoner of war. But it was not to be. Loveless' reputation preceded him and he had the misfortune to fall into the jurisdiction of Brig. Gen. John Stark. Stark had developed a hatred for Tories. At the battle of Bennington, Stark demonstrated that hatred by allowing the defeated British Regulars and Hessians to be marched out in military order while members of Loyalist units had their hands bound like criminals and were tied behind horses so if they failed to
keep up, they risked being dragged.
Captured on September 25th, Loveless was tried, convicted. He was hanged and buried in a gravel bank near General Schuyler's summer house on October 8th.
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[1]. St. Johns is now known by its original French name Saint-Jean-sur-Richelieu.
[2] The site of Loyal Blockhouse has been on private property for many years, though in 1912 the Vermont Sons of the American Revolution erected a boulder/plaque at the site. In the 1950's a blockhouse-style house was erected on it (with aluminum screen door and picture window.
[3]See NYSHMs: It Happened Here. August 31, 2015. "In Sir William's Footsteps: Part 1,The Jessups"
(Part II continues in two weeks with two more spies and the plot to kidnap General Phillip Schuyler.)
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Marker of the Week Fortnight (!)-- Jail Limit Markers: Artifacts of a Prisoner's (and Court's) Dilemma
In the 1700's and early 1800's the problem of people not paying their debts was addressed by the courts threatening to throw debtors in jail for non-payment. But what if they couldn't pay? Locking people up only insured they wouldn't be able to work to pay off their debts, so many New York courts allowed prisoners to work outside of jail during the day, and return to jail at night. However, to avoid problems, they restricted workers they released to areas within the court's and local sheriff's jurisdiction.
Switzer Hill Rd. Fonda
Inscription:This Stone long stood above northeast corner of James & Bloomfield Sts.
To mark the distance prisoners for debt might go from Rome jail to work by day--On the grounds of Jervis Public Library, Rome.
Next Time-- Part II continues with "2 more spies and the plot to Kidnap Gen. Schuyler