The Secret Six: Our Spies in the Revolutionary War

 

When I think of spies, James Bond is one of the first persons who comes to mind. And I can’t think of him without thinking of out-of-this-world high tech, flying cars, magic watches and other indispensable tools of the imaginary spy trade.

So, I was intrigued by Brian Kilmeade’s book, George Washington’s Secret Six: The Spy Ring That Saved the American Revolution, especially after reading his book about Teddy Roosevelt and Booker T. Washington. In spite of his sometimes-flippant persona on Fox News, Kilmeade has shown himself to be a serious historian as he works in concert with people who have strong research chops. His writing style is approachable, and his willingness to investigate less well-known topics engages the reader.

So, when I decided to read his book, it was another chance to see the Revolutionary War, not just through lost battles and harsh winters, but also through the bravery and creativity of the men whom Washington enlisted to use as spies, to give the Patriots a valuable edge:

The spies’ contributions included uncovering a British counterfeiting scheme, preventing an ambush of French reinforcements, smuggling a British naval codebook to Yorktown, and (most important) preventing Benedict Arnold from carrying out one of the greatest acts of treachery in American history: his plan to surrender West Point to the enemy. He could not defeat his foe with manpower, arms, or any other show of force. He would have to beat the British in a battle of wits.

Although some historians criticize Washington’s skills as a military leader, he proved to be an excellent leader of his army’s spies. He had fought in the French Indian War and had served as a spy. That experience served him well. He knew the kinds of men he needed to recruit as spies and the knowledge and experience they would require.

The first man he selected was Nathan Hale. Unfortunately, Hale was captured only weeks later and the specifics of his capture as a spy are uncertain. And he was duly hanged. Washington also recruited John Honeyman, who had allied himself with the Crown. But after being captured, Washington convinced him to infiltrate the Hessian troops and he planted a false story; it allowed Washington to defeat the Hessians at Trenton. That concluded Honeyman’s short but successful spy career.

At that point, Washington determined he needed a New York spy ring. Kilmeade tells the story of Benjamin Tallmadge who was the superintendent of the high school in Wethersfield, but when war broke out, he left the school and joined the Connecticut Continental Line on June 20, 1776. Eventually, he encountered an unexpected opportunity to help a young girl who was spying, and he also worked closely with Washington. As Washington got to know him, he picked Tallmadge as his spymaster.

The selection of the Secret Six began.

Kilmeade does an excellent job of telling us about the spies that Washington eventually selected. Each one had his own unique talents, reluctance or enthusiasm about taking risks, familiarity with the physical landscape, creative strategies for avoiding detection, and they all shared a patriotism that was admirable and important to Washington. One of the most intriguing facts was that a woman spy was enlisted; especially fascinating was the inability of researchers, after her tenure, to identify her. But Kilmeade devotes an entire chapter to investigating who the woman spy, called 355, might have been. Unfortunately, he was unable to identify her with certainty.He states at the end:

The one conclusion that is not possible is that 355 does not matter. Even if she did not exist as one person, several women risked their lives to serve, and one unknown friend of the ring was imprisoned following the unmasking of Arnold’s treachery. That heroism deserves to be honored.

Other unusual techniques were used to conduct their work. They had a unique tool, available in limited supplies, to keep their written messages secret: the invention of invisible ink. The spies developed numerous ways to disguise their hidden messages within conventional communications, so that the enemy would have no inkling that there were hidden messages within them.

Another unusual strategy was used for a spy who traveled on the waterways, with the cooperation of a homeowner:

The hanging clothes would appear as just that—wet clothes drying in the sun—to the untrained eye, but to Caleb Brewster, the arrangement of garments and their colors signified different counts of ships and troops, or in which cove it was safe for him to dock his boat, depending on which version of the story one hears.

I found Kilmeade’s book to be a fascinating way to broaden my knowledge about the Revolutionary War and acquaint me further with George Washington and the men who served him as spies. Their techniques were impressive enough that they are taught in the modern introductory training for federal agents.

I highly recommend the book as a supplement for those who are already familiar with the Revolutionary War, and are interested in exploring a key strategy for our victory against the British.

Published in Military
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There are 25 comments.

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  1. Seawriter Contributor
    Seawriter
    @Seawriter

    I remember that book. Never got past the Member Feed.

    • #1
  2. Susan Quinn Contributor
    Susan Quinn
    @SusanQuinn

    Seawriter (View Comment):

    I remember that book. Never got past the Member Feed.

    I hope I have better luck!

    • #2
  3. Seawriter Contributor
    Seawriter
    @Seawriter

    Susan Quinn (View Comment):

    Seawriter (View Comment):

    I remember that book. Never got past the Member Feed.

    I hope I have better luck!

    I helped.

    • #3
  4. She Member
    She
    @She

    There was a TV series several years ago called “Turn: Washington’s Spies,” about the Culper spy ring.  (I think it was based on an earlier book).  I wouldn’t class it as great television, but it was an adequate way to pass the time, and a story of great historical interest, even though I’m sure it has been embellished somewhat for the screen.  Don’t know if it’s available anywhere today, but it might be worth a look if you run across it.

    • #4
  5. Matt Bartle Member
    Matt Bartle
    @MattBartle

    This is a handy site if you want to find out where a movie or series can be found:

    https://www.justwatch.com/us/tv-show/turn-washingtons-spies

     

    • #5
  6. Bryan G. Stephens Thatcher
    Bryan G. Stephens
    @BryanGStephens

    Seawriter (View Comment):

    I remember that book. Never got past the Member Feed.

    It was another book you made me buy. 

    Loved it. 

    • #6
  7. Percival Thatcher
    Percival
    @Percival

    She (View Comment):

    There was a TV series several years ago called “Turn: Washington’s Spies,” about the Culper spy ring. (I think it was based on an earlier book). I wouldn’t class it as great television, but it was an adequate way to pass the time, and a story of great historical interest, even though I’m sure it has been embellished somewhat for the screen. Don’t know if it’s available anywhere today, but it might be worth a look if you run across it.

    They embellished some parts quite a bit. It would have worked fine as fiction, but the writers reimagined reality with abandon and yet insisted on attaching real names to their characters.

    • #7
  8. Percival Thatcher
    Percival
    @Percival

    Another great book is Washington’s Spies: The Story of America’s First Spy Ring  by Alexander Rose.

    • #8
  9. Mark Camp Member
    Mark Camp
    @MarkCamp

    Susan Quinn (View Comment):

    Seawriter (View Comment):

    I remember that book. Never got past the Member Feed.

    I hope I have better luck!

    I had no idea it was intended for the Main Feed, where an article with a misplaced modifier by one of Us is regarded not as Trifle, but as a stain on our tribe’s honor.

    Please know that I  would have said something, Susan.

    • #9
  10. Susan Quinn Contributor
    Susan Quinn
    @SusanQuinn

    Mark Camp (View Comment):

    Susan Quinn (View Comment):

    Seawriter (View Comment):

    I remember that book. Never got past the Member Feed.

    I hope I have better luck!

    I had no idea it was intended for the Main Feed, where an article with a misplaced modifier by one of Us is regarded not as Trifle, but as a stain on our tribe’s honor.

    Please know that I would have said something, Susan.

    Huh?

    • #10
  11. Mark Camp Member
    Mark Camp
    @MarkCamp

    Susan Quinn (View Comment):

    Mark Camp (View Comment):

    Susan Quinn (View Comment):

    Seawriter (View Comment):

    I remember that book. Never got past the Member Feed.

    I hope I have better luck!

    I had no idea it was intended for the Main Feed, where an article with a misplaced modifier by one of Us is regarded not as Trifle, but as a stain on our tribe’s honor.

    Please know that I would have said something, Susan.

    Huh?

    Never mind, just another one of my strained attempts at humor. I can’t stop, so it would be best if you click Block User.

    • #11
  12. Susan Quinn Contributor
    Susan Quinn
    @SusanQuinn

    Mark Camp (View Comment):
    can’t stop, so it would be best if you click Block User.

    No can do. I wouldn’t if I could.

    • #12
  13. Jim Kearney Member
    Jim Kearney
    @JimKearney

    Matt Bartle (View Comment):

    This is a handy site if you want to find out where a movie or series can be found:

    https://www.justwatch.com/us/tv-show/turn-washingtons-spies

     

    Yes, the series is on AMC+. We enjoyed the show.

    In addition to justwatch.com, reelgood.com is similar.

    If you forget to bookmark, links to both are on my website, tvcriticism.com

    • #13
  14. GlennAmurgis Coolidge
    GlennAmurgis
    @GlennAmurgis

    She (View Comment):

    There was a TV series several years ago called “Turn: Washington’s Spies,” about the Culper spy ring. (I think it was based on an earlier book). I wouldn’t class it as great television, but it was an adequate way to pass the time, and a story of great historical interest, even though I’m sure it has been embellished somewhat for the screen. Don’t know if it’s available anywhere today, but it might be worth a look if you run across it.

    It was called Turn

    It got most of it correct

    • #14
  15. Chowderhead Coolidge
    Chowderhead
    @Podunk

    Susan, I listened to that book a few years ago. Brian narrates it himself. He is a little hyper for my taste. Douglas would have done much better.

    You would enjoy Thomas Jefferson and the Tripoli Pirates by Brian Kilmeade. It will give a new perspective to the Clinton disaster in Benghazi. 

    • #15
  16. Susan Quinn Contributor
    Susan Quinn
    @SusanQuinn

    Chowderhead (View Comment):
    You would enjoy Thomas Jefferson and the Tripoli Pirates by Brian Kilmeade. It will give a new perspective to the Clinton disaster in Benghazi. 

    Thanks for the tip!

    • #16
  17. Percival Thatcher
    Percival
    @Percival

    GlennAmurgis (View Comment):

    She (View Comment):

    There was a TV series several years ago called “Turn: Washington’s Spies,” about the Culper spy ring. (I think it was based on an earlier book). I wouldn’t class it as great television, but it was an adequate way to pass the time, and a story of great historical interest, even though I’m sure it has been embellished somewhat for the screen. Don’t know if it’s available anywhere today, but it might be worth a look if you run across it.

    It was called Turn

    It got most of it correct

    The errors were pretty small. Anna Strong and Abraham Woodhull did not have an affair. Abraham wasn’t married with an infant child until some time after 1781. Abraham’s father was a Patriot, not a Loyalist. John André wasn’t in charge of British intelligence operations in America until 1779. André was a neophyte when it came to spying, not the espionage mastermind as portrayed. It was likely due to his inexperience that Benjamin Talmadge and George Washington knew that there was communication between André and an American general. They didn’t know who, though.

    For all that, it was a good story. The idea that Agent 355 was a black maid in André’s employ was as good a theory as any. I liked it.

    • #17
  18. Susan Quinn Contributor
    Susan Quinn
    @SusanQuinn

    Percival (View Comment):
    For all that, it was a good story. The idea that Agent 355 was a black maid in André’s employ was as good a theory as any. I liked it.

    I wonder sometimes why they trample on the truth. The true story is fascinating enough!

    • #18
  19. Percival Thatcher
    Percival
    @Percival

    Susan Quinn (View Comment):

    Percival (View Comment):
    For all that, it was a good story. The idea that Agent 355 was a black maid in André’s employ was as good a theory as any. I liked it.

    I wonder sometimes why they trample on the truth. The true story is fascinating enough!

    In the case of Agent 355, they really don’t know. Agent 355 could be a composite of several sources, or one primary agent collecting from several (possibly unwitting) sources, or even just a generic designation that the inormation came from a female. Since there is so little solid information, speculation is all we have. We have plenty of that.

    • #19
  20. Susan Quinn Contributor
    Susan Quinn
    @SusanQuinn

    Percival (View Comment):

    Susan Quinn (View Comment):

    Percival (View Comment):
    For all that, it was a good story. The idea that Agent 355 was a black maid in André’s employ was as good a theory as any. I liked it.

    I wonder sometimes why they trample on the truth. The true story is fascinating enough!

    In the case of Agent 355, they really don’t know. Agent 355 could be a composite of several sources, or one primary agent collecting from several (possibly unwitting) sources, or even just a generic designation that the inormation came from a female. Since there is so little solid information, speculation is all we have. We have plenty of that.

    I don’t know how long ago you read the book (or if you did), but Kilmeade added an entire chapter on the Agent 355 speculation. It was fascinating!

    • #20
  21. She Member
    She
    @She

    GlennAmurgis (View Comment):

    She (View Comment):

    There was a TV series several years ago called “Turn: Washington’s Spies,” about the Culper spy ring. (I think it was based on an earlier book). I wouldn’t class it as great television, but it was an adequate way to pass the time, and a story of great historical interest, even though I’m sure it has been embellished somewhat for the screen. Don’t know if it’s available anywhere today, but it might be worth a look if you run across it.

    It was called Turn

    It got most of it correct

    Yeah.  One of the letters was reversed, in the manner of:

    Toys 'R' Us is coming back. Soon, it'll be almost everywhere - WWAYTV3

    I can’t be the only person who made that connection.  Ahh.  Here it is:

    Not the “R” but the “N.”

     

    • #21
  22. Percival Thatcher
    Percival
    @Percival

    Susan Quinn (View Comment):

    Percival (View Comment):

    Susan Quinn (View Comment):

    Percival (View Comment):
    For all that, it was a good story. The idea that Agent 355 was a black maid in André’s employ was as good a theory as any. I liked it.

    I wonder sometimes why they trample on the truth. The true story is fascinating enough!

    In the case of Agent 355, they really don’t know. Agent 355 could be a composite of several sources, or one primary agent collecting from several (possibly unwitting) sources, or even just a generic designation that the inormation came from a female. Since there is so little solid information, speculation is all we have. We have plenty of that.

    I don’t know how long ago you read the book (or if you did), but Kilmeade added an entire chapter on the Agent 355 speculation. It was fascinating!

    I haven’t read Kilmeade’s book yet.

    • #22
  23. Sisyphus Member
    Sisyphus
    @Sisyphus

    Percival (View Comment):

    She (View Comment):

    There was a TV series several years ago called “Turn: Washington’s Spies,” about the Culper spy ring. (I think it was based on an earlier book). I wouldn’t class it as great television, but it was an adequate way to pass the time, and a story of great historical interest, even though I’m sure it has been embellished somewhat for the screen. Don’t know if it’s available anywhere today, but it might be worth a look if you run across it.

    They embellished some parts quite a bit. It would have worked fine as fiction, but the writers reimagined reality with abandon and yet insisted on attaching real names to their characters.

    Just like every other time.

    • #23
  24. The Reticulator Member
    The Reticulator
    @TheReticulator

    After reading your review I put the audible version in my Audible queue.  

    • #24
  25. Susan Quinn Contributor
    Susan Quinn
    @SusanQuinn

    The Reticulator (View Comment):

    After reading your review I put the audible version in my Audible queue.

    I’m honored that I made such a good impression!

    • #25
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