“I am firmly of opinion that a sudden attack of ten-thousand

men would take the City and put an end to the war, and save

the stores and Long Island from devastation. All the best of

their troops are on Long Island. There is about 300, most of

them Hessians, at Brooklyn Ferry. 350 New Town, British; 1500

British Jamaica; 800 Yeagers, Flushing; 200 Jerico, most of

them Dragoons; 400 foot, 70 Dragoons Oyster Bay; 150 Lloyd’s

Neck, N. Leveys; 400 Hempstead, Dragoons; Stripping Barns and

out houses for boards to build huts for Winter. 40 wagons

100 troops this day at Smith Town collecting cattle, sheep,

Boards, &c. They make no distinction between Whig and Tory,

abuse all to a great degree, and no redress can be obtained.

Count d’Estaing’s dispatches for France are taken and brought

to town but are Cypher prepared so they cannot be found out. I

will note to you that much provision is brought to town from

the Jerseys privately; flour, beef, &c. I saw a gentleman of

my acquaintance, lately from England, where he hath been three

years; he saith Independence will certainly be granted this

session of Parliament. My business is expensive; so dangerous

traveling that I am obliged to give my assistants high wages,

but am as sparing as possible. I have drawn on you for fifty

Pounds in Specie, York Money, which please accept. I should

be glad to have given you a better account but it cannot be

obtained their movements are so strange that causes every one

to admire. Hoping this may be of some service I remain Your

most Obedt. Hbl. Servt,

“SAMUEL CULPER.”

In a letter enclosing the preceding to Headquarters Major Tallmadge

adds:

“It may not be amiss to observe, in addition to Culper’s

letter, that the gentleman mentioned by him to have lately

arrived from England, is one Doctr. Nicoll, a gentleman of

my acquaintance, on the varacity of whose report I have been

persuaded I might safely depend--Your Excellency will perceive

by the enclosed that C---- has drawn for 26 or 27 Guineas. In

addition to this he has forwarded an order for the payment of

sd. money to his friend. If your Excellency should see fit to

transmit any money, it may be safely entrusted to the Bearer,

on whose integrity I could depend in matters of much greater

importance.”

As will later be observed, General Washington was now in receipt of

a secret formula for their correspondence, which he wished to put to

use. Therefore he answered Major Tallmadge saying: “I should be glad

to have an interview with Culper myself, in which I would put the mode

of corresponding upon such a footing that even if his letters were to

fall into the enemy’s hands, he would have nothing to fear, on that

account.” However in his letter following the above he says: “When I

desired an interview with him I did not know his peculiar situation. I

now see the danger that so long an absence would incur and I must leave

it entirely to you to manage the correspondence in such a manner as

will most probably insure safety to him and answer the desired end.”

* * * * *

Major Tallmadge answered this on December 23d, saying: “Since your

Excellency judges it improper to have an interview with C----, any

private instructions which you may wish to transmit him, not so proper

for me to transcribe, may be very safely conveyed to him, as from the

regularity of his dispatches and the characters of the persons who I

know are entrusted with their conveyance from N. Y. to Brook Haven,

I dare venture to say there is not the least probability, and I had

almost said hardly a possibility of a discovery.”

* * * * *

From Philadelphia on January 2d, 1779, came instructions for Major

Tallmadge to forward his letters through General Putnam. “There are

regular Expresses established between Danbury and the Head Quarters

of the Army,” it reads. “And you therefore need not in future send a

special messenger the whole way. Send your letters to General Putnam at

or near Danbury, letting him know that they are to be forwarded with

dispatch. I shall get them sooner than by a single express.”

* * * * *

Culper’s next letter, dated Feb. 26, is one of great length,(105)

detailing the strength and position of all the troops of the enemy.

In the closing paragraph he says: “Coll. Floyd returned on his Parole

the 16. I earnestly wrote you for his discharge. I repeat it again, I

anxiously desire you would not forget. I am very likely to stand in

need of his services. I desire you will send me one hundred pounds, by

the next appointment without fail, as I have spent already forty pounds

more than I have received from you. Board is £3 per week in New York

besides other necessary expenses postage and etcetra.”

“SAMUEL CULPER.”

* * * * *

An enclosure from Brewster accompanied the above letter. His in full is

as follows:

FAIRFIELD, Feb. 26th, 1779.

_Dear Sir._ I have returned from the Island this day. Genl.

Erskine remains yet at Southampton. He has been reinforced

to the number of 2500. They have three redoubts at South

and East Hampton and are heaving up works at Canoe Place at

a narrow pass before you get into South Hampton. They are

building a number of flat bottom boats. There went a number of

carpenters down last week to South Hampton. It is thought by

the inhabitants that they will cross over to New London after

the Continental Frigates. Col. Hewlet remains yet on Lloyd’s

Neck with 350, wood cutters included. Col. Simcoe remains at

Oyster bay with 300 Foot and Light Horse. There is no troops

from Oyster Bay till you come to Jamaica. There is one Regt.

of Highlanders and some at Flushing and Newtown, the numbers I

cannot tell, but not a regiment at both places. The most of the

shipping of force has left New York. There is one 50, one old

East India man, one 20 that is repairing at the ship yard, the

Scorpion at N. City Island, one old India man at Huntington,

40 guns, the Halifax Brig at Oyster Bay, one sloop of ten guns

they are repairing all their flat bottom boats in New York and

building a number at the ship yard. This intelligence is as

late out of New York as the 20th of the month. The inhabitants

is fitting a number of Privateers out in the City. There was

one French ship brought in with 500 hogsheads of Sugar last

week. I am with respect, Yours, &c.

CALEB BREWSTER.

From General Washington at Middlebrook dated March 21st, 1779, came a

long letter of instructions, most of which will be found in another

chapter. To Tallmadge he says: “With this letter you will receive

fifty guineas for S. C. which you will cause to be delivered as soon

as possible, with an earnest exhortation to use them with all possible

econemy, as I find it very difficult to obtain hard money.... As all

great movements and the fountain of all intelligence must originate

at, and proceed from the Head Quarters of the enemy’s army, C. had

better reside at New York--mix with and put on the airs of a tory,

to cover his real character and avoid suspicion.... The temper and

expectation of the tories and refugees, is worthy of consideration; as

much may be gathered from their expectations and prospects. For this

end an intimacy with some well informed refugee may be political and

advantageous--Highly so will it be to contract an acquaintance with

a person in the Naval Department, who may either be engaged in the

business of procuring transports for the embarkation of the troops, or

in victualling them.”

* * * * *

An unusual line heads Samuel Culper’s next letter. It reads:

“_Sir._ No. 10 10 April 10 1779.

It is the forerunner of their use of a code. Without alteration his

letter follows just as it was originally written.

“Whenever I sit down I always feel and know my Inability to

write a good Letter. As my calling in life never required

it--Nor led to consider how necessary a qualification it was

for a man--and much less did I think it would ever fall to my

lot to serve in such publick and important business as this,

and my letters perused by one of the worthiest men on earth.

But I trust he will overlook any imperfections he may discover

in the dress of my words, and rest assured that I indevour to

collect and convey the most accurate and explicit intelligence

that I possibly can; and hope it may be of some service toward

alleviating the misery of our distressed Country, nothing

but that could have induced me to undertake it, for you must

readily think it is a life of anxiety to be within (on such

business) the lines of a cruel and mistrustful Enemy and that

I most ardently wish and impatiently wait for their departure.

I sincerely congratulate you on the miscarriage of the Enemies

intended expedition up the Sound. I can discover no movement

on foot at present. Their excursions are always very sudden and

seldom begin to move before dark, and it will be ten to one

if ever it will be in my power to give you early intelligence

of their sudden excursions, as I can only write at times. All

I can say you must be every where upon your guard, and be

more assiduous than ever in order to defeat the designs of

our Enemies. Within and without their lines I am confident

that they are using every art to distract your army and to

divide the Country. It is a matter of surprise to me to see

such numbers of deserters come in since the General’s pardon,

published in the News Paper. But it is some releaf to find

that they are mostly those that deserted from them heretofore.

On the 25 Last Month 7 Sail Transports with about one hundred

and seventy Scotch Troops of the Duke of Athol’s Regiment

arrived from Halifax under convoy of the Rainbow of 44 Guns,

Sir George Collier, who is come to succeed Admiral Gambier.

On the 26th, 23 Sail arrived from England (which place they

left the 2th Jany.) under convoy of the Romulus of 44 guns.

They were chiefly loaded with stores and provisions for the

Army. Very few goods came in the fleet. They say they have a

large supply of money come in the Romulus. I have conversed

with several gentlemen of different sentiments that came in

the fleet and those that have a desire in favor of the Crown

cannot give me a sufficient reason to think that any troops

will come out this Spring, or that Great Britain will certainly

continue to act against America. And those on the contrary say

they will withdraw their force and give us Peace. On the 4th

April arrived 7 Sail of Transports from Cork with provisions.

The enemy now have a very large supply of Provisions and Stores

indeed I think enough for three months without any addition.

On the 6th Admiral Gambir sailed for England in the Ardent of

64 guns together with a number of transports, how many I am

not able to ascertain nor think it very material--and this day

sails another small fleet under convoy of the Rose, of 20 guns.

All transports laying in the East or North River are completely

victualed and waterd for sixty five days for their compliment

of troops that they were accustomed to transport. The number of

Ships, Brigs and Snows in the Harbour differeth not much from

two hundred, out of which thers two sloops of war, four Frigets

and two forty four guns ships and an old Indiaman with their

usual number of guns for their defense, and an old 74 Store

Ship, with only her upper teer of guns in. It is currently

reported that Admiral Gambier met an express soon after he

sailed from the Hook, from the West Indies and turned him back

and now lays at the Hook. We expect every day to hear important

news from England. The Enemy seem to be in high spirits, and

say now Great Britain is Roused and will support them and carry

on the war at all events and appear to be more sanguine than

ever. But I dont wonder at it for they are kept as ignorant as

possible and believe every report that is in their favour. The

Torys say they have not the least doubt but that they shall

succeed and enjoy their possessions yet.

“N. B.--

No. 10 represents N. York

20 Setauket

30 and 40 2 Post Riders.”

Another letter also marked No. 10 and dated April 12, addressed to

John Bolton is signed only with the initials S. C. It begins: “Your

No. 6 came to hand, together with a Vial for a purpose that gives me

great satisfaction, and twenty guineas. It is a great satisfaction to

me to hear that his ---- is well pleased with my letters.” The rest

of the two sheets is a repetition of his letter of the 10th and may

be a rough draft of it. It at least puzzled Major Tallmadge and he

promptly started across the Sound for Setauket. There he found Abraham

Woodhull suffering from the greatest fright of his life. It was only

one of a series soon to follow, and was perhaps the least serious of

them all. It would be hard to imagine that when Alexander Hamilton read

this from Tallmadge to General Washington his usual calm countenance

was not convulsed in smiles. The full letter will be found among the

notes.(106) Here is the extract:

“I must now relate an anecdote respecting the Vial which I

forwarded Culper. Much pleased with the curious ink or stain,

and after making some experiments with the same, he was set

down to answer my letter which accompanied it. He had finished

the enclosed when very suddenly two persons broke into the

room (his private apartment). The consideration of having

several officers quartered in the next Chamber, added to his

constant fear of detection and its certain consequences made

him rationally conclude that he was suspected and that those

steps were taken by said officers for discovery. Startled by

so sudden and violent an obtrusion he sprang from his seat,

snatched up his papers, overset his table and broke his Vial.

This step so totally discomposed him that he knew not who they

were or even to which sex they belonged--for in fact they

were two ladies who, living in the house with him, entered

his chamber in this way on purpose to surprise him. Such an

excessive fright and so great a turbulence of passions so

wrought on poor Culper that he has hardly been in tolerable

health since. The above relation I had from his own mouth. He

is much pleased with the Ink and wishes if any more can be

spared to have a little sent him. By this he thinks he could

frequently communicate intelligence by persons permitted to

pass the lines. Some pieces of useful intelligence respecting

the movement of the Enemy in this late intended Expedition to

New London; and which I have reason to believe in a great

measure defeated their intentions, have been communicated by

Culper.”

In the same letter Major Tallmadge incidentally states: “Culper

was the other day robbed of all his money near Huntington, and

was glad to escape with his life.”

Culper’s next letter was dated from New York, April 29th. It was a

“Stain” letter and only a poor copy of it has survived. Letters of

importance were already on their way to Headquarters when from Smith’s

tavern in the Clove, on June 13th, 1779, General Washington addressed

Major Tallmadge as follows:

“Your letter of yesterday with the enclosures from Culper

came duly to hand. Should suspicions of him rise so high as

to render it unsafe to continue in New York I should wish

him by all means to employ some person of whose attachment

and abilities he entertains the best opinion, to act in his

place, with a request to be critical in his observations rather

than a mere retailer of vulgar reports--To combine the best

information he can get with attentive observation will prove

the most likely means to obtain useful knowledge--a mode of

conveying it quickly is of the utmost importance and claims

much attention. When I can procure more of the liquid Culper

writes for, it shall be sent, at present I can not say when

this may happen--I thank you for the information respecting

Long Island--The letter to Mr. Deane shall be sent.”

Two letters, both dated June 5th, and numbered 13, were the next

received from Abraham Woodhull. In them he relates his narrowest escape

from capture.(107)(108) Colonel Simcoe and his Rangers hastened to

Setauket in April, 1779, upon information furnished by John Wolsey

against him. Fortunately, he was with Robert Townsend in New York at

the time; but they fell upon his father and plundered him in a most

shocking manner.[12] Hardly was it thought possible that Woodhull would

be able to pay the price of satisfaction, but through a friend he

accomplished it.

Woodhull’s next letter is worthy of study. Two features of it are here

emphasized. In full it will be found among the notes.

“No. 14. 20 June 20, 1779.

“Your No. 8, on the 16th, found me at 20, anxiously concerned

for our interest, and unwilling it should be neglected, and

some reason to fear that by delay the door might be shut

and out of my power to performe what I proposed in my No.

13, which I have concluded would be your desire. I thought

proper to detain 40 until I went to 10 to endeavour to gain

the best intelligence I could, and settle the plan proposed.

I returned on the 19, and my success hath exceeded my most

sanguine expectations.(109) I have communicated my business

to an intimate friend, and disclosed every secret, and laid

before him every instruction that hath been handed to me. It

was with great difficulty I gained his complyance, checked by

fear. He is a person that hath the interest of our Country at

heart and of good reputation, character and family as any of

my acquaintance. I am under the most solomn obligations never

to disclose his name to any but the Post, who unavoidably must

know it. I have reason to think his advantages for serving

you and abilities are far superior to mine. I must call on

you for ten guineas which will about defray my charges with

what I have received. If what I have done is disapproved of

it can be dropped, but if mine was worth attention this will

not certainly be of less value. You will receive a letter

from him in a short time beginning at No. 1. He will expect an

ample support at the same time he will be frugal; as long as

I am here shall be an assistant and do all that I can. In the

Interim I remain

“Your most Obt. Huml. Servt.,

“SAMUEL CULPER.”

General Washington received through Major Tallmadge on June 26th, the

news of Simcoe’s raid, and the next day answered in a long letter with

which he sent ten guineas for Culper and mentioned one George Higday,

who had attempted to get him information from New York.(110)

Entire direction of the Secret Service within the City of New York

having now been placed in the care of Robert Townsend, his first

letter(111) must have been looked forward to with anxiety by Abraham

Woodhull, who announced its receipt in his No. 15, which is incorrectly

dated June 31, 1779:

“Enclosed you have Mr. Saml. Culper Junr’s letter, which is

but short but hope it may be of some service. He hath wrote in

the stile of Loyalty, I think through fear like me at first

unaccustomed to the business and filled with fear but the

longer one continues in the business if unsuspected of more

real service can he be. I have appointed to see him on the

8th inst. and shall repeat again to him those instructions

that I have received from time to time from you, and use my

utmost endeavor to acquaint him with the steps I used to take

and circumstances necessary to judge from, that a person

unaccustomed would not readily conceive of. My greatest

desire is that he may be useful and answer your most sanguine

expectations. He wishes that the ink or stain might be

forwarded. He hath hinted to you the prospect of their making

excursions in to Connecticut very soon. Very probably the war

will be carried on in that manner, as free liberty is granted

to the Refugees to plunder as much as they can. You must keep

a very good look out or your shores will be destroyed. It is

a pity that company could not be destroyed at Lloyd’s Neck.

Their refugee boats are continually coasting along and much

endanger 40. They entirely disown the defeat of their troops

in Carolina, and I confess I am not fully satisfied about

it. Have not yet seen nor heard of its being published by

authority. Just received the enclosed and the boat awaiting

have not had time to write as I would. Please excuse hast and

any imperfections you may discover, and am your humble servant,

“SAMUEL CULPER.”

These letters, with those significant words, “You must keep a very

good look out,” were on their way, but had not had time to reach Major

Tallmadge when he was surprised by a night attack. Lord Rawdon, with

nearly all of the British light horse, accompanied by a body of light

infantry, had come upon them under cover of the darkness and compelled

them to fight, principally with the broadsword, until Colonel Sheldon

found it necessary to order their retreat. Tallmadge lost in the affray

a fine horse, most of his field baggage, and the money and letters

that General Washington had sent him for the Culpers. Upon receipt of

this information at Headquarters, General Washington replied to Major

Tallmadge on July 5th, as follows:

“_Sir_: I have just received your letter of the 3d. The loss

of your papers was certainly a most unlucky accident and shows

how dangerous it is to keep papers of any consequence at an

advanced post. I beg you will take care to guard against the

like in future. If you will send me a trusty person I will

replace the guineas.

“I observe yourself and other officers have lost some

cloathing. Though I have not given an order of the kind

before, yet in this particular exigence I am ready to give one

on the Clothier to those officers who have been the sufferers

for such articles as are absolutely necessary. You will be

pleased to communicate this to Col. Sheldon and request him to

send the Pay Master with a proper return to Head Quarters.

“The person who is most indangered by the acquisition of your

letter is one Higday, who lives not far from the Bowery, on

the Island of New York. I wish you could endeavour to give

him the speediest notice of what has happened. My anxiety on

his account is great. If he is really the man he has been

represented to be, he will in all probability fall a sacrifice.

I am, etc.”

Nine days later, Samuel Culper’s seventeenth letter, dated July 9th,

was forwarded to Major Tallmadge. He begins by saying it is a long

time since he has heard from him and cannot tell if he wants him to

continue the correspondence, and continues, saying: “I yesterday had

an opportunity of seeing Mr. Culper, Junr. and repeated again all my

instructions ever received from you. I have kept no secret from him and

have consulted every thing and he’s determined to pursue every step

that he may judge for advantage and is determined as soon as I can

communicate to him your authority for my engaging him he will disengage

himself from every other business which at present affords him a

handsome living--He’s allowed to be a person of good sense and judgment

and his firmness and friendship towards our Country I do assure you

need not doubt. I have known him several years and confident he is a

sincere friend, and will be frugal of all moneys he may receive, and

hath undertaken it solely for to be some advantage to our distressed

Country, and have determined to forward you for the future weekly

intelligence if possible, as I have concluded to remain here as long

as I possibly can (although I look upon myself all the time in danger)

for the sole purpose of advantage to our correspondence.

“Below is what intelligence I could gain from C. Junr. It is

but trifling but he assured theres nothing more worthy of

notice. On the 4th, 10 sail arrived from Halifax under Convoy

of the Romulus of 44 guns with about one hundred of the new

raised Scotch, believe the Duke of Athol’s. Same day 10 Sail

sailed for Cork. On the 6th, 10 sail of Merchantmen from the

West Indies, but brought nothing new, only that Admiral Byron

was cruising for a reinforcement that was expected to join

Count d’Estaing. On the 4th, a Packet from Georgia with an

account of Genl. Provost being with his army 16 miles south of

C. Town, on St. John’s Island. Hardly any thing is said about

the enemy in that quarter. He tells me the spirits of the enemy

in general are much lower than heretofore and that he heard a

very noted refugee say there would certainly be a peace or a

Spanish war in four weeks. The times grows worse within the

Enemy’s lines and Protection for those called rebels is almost

banished, in fact Refugees are let loose to plunder within and

without their lines. Parties of them are hiding in the woods

and laying wait for the unwary and ignorant to deceive them,

putting on the character of people from your shore, and have

succeeded in their design too well. Carried off 10 or 12 men

and stripped their houses lately from about 20. The roads from

here to 10 is infested by them, and likewise the shores. It

makes our correspondence very dangerous and requires great care

and a strict observance of the before mentioned characters and

circumstances. Sincerely,

“SAMUEL CULPER.

“N.B.: Culper Junr. should now be furnished with some money. I

gave him 4 half Joes on the 8th. instant.”

Meanwhile, General Washington had prepared instructions for the

Culpers, a copy of which is still preserved among the papers of Colonel

Tallmadge, as follows:

“INSTRUCTIONS

“C---- Junr, to remain in the City, to collect all the useful

information he can--to do this he should mix as much as

possible among the officers and Refugees, visit the Coffee

Houses, and all public places. He is to pay particular

attention to the movements by land and water in and about the

city especially.

“How their transports are secured against attempt to destroy

them--whether by armed vessels upon the flanks, or by chains,

Booms, or any contrivances to keep off fire Rafts.

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