“By the assistance of a 355”

I liked this Smithsonian article throwing cold water on the idea that the Culper spy ring included a woman known as “355.”

As Bill Bleyer writes, the number 355 was in the ring’s codebook as the symbol for “lady,” but that number appears on the record of the spy network only once:

Of the 193 surviving letters written by members of the ring, only one contains a reference to any woman. A coded letter from chief spy [Abraham] Woodhull to [Gen. George] Washington, dated August 15, 1779, includes this sentence: “I intend to visit 727 [Culper code for New York] before long and think by the assistance of a 355 [lady in the code] of my acquaintance, shall be able to outwit them all.”

There’s no evidence of how this lady might help Woodhull, what her real or putative relationship to him was, or what came of that visit—if it ever took place. We do know the codebook had different entries for “lady,” “woman” (701), and “servant” (599), indicating that Woodhull referred to an upper-class woman.

Woodhull and other long-time agents had pseudonyms because they made many appearances in the letters. There was no pseudonym for a woman, and, again, this is the only mention of a 355.

Bleyer discusses the various ways authors have imagined “355” while claiming to write nonfiction. Morton Pennypacker, who first identified the Culper codebook and figured out the ring members, described a lady who was “Townsend’s mistress…arrested, imprisoned on the infamous British prison ship Jersey and given birth to Townsend’s illegitimate son onboard before dying.”

In their book with no citations, Fox talking head Brian Kilmeade and writer Don Yaeger placed “355 in the social circle of British spymaster and legendary party-thrower John André.“ Once again, she ends up on the Jersey. As historian Todd Braisted has noted, we have the names of everyone detained on the Jersey because the Royal Navy kept careful records, and there were no women.

In Washington’s Spies, Alexander Rose portrayed Anna Strong as active in spying out of Setauket, New York. Pennypacker had been the first to bring Strong’s name into the story, printing family lore about her signaling Patriot boats with her laundry in a way I’ve never understood the logic of. Strong was related to Woodhull. But the evidence she took part in spying is beyond thin, much less that she was the 355 of August 1779.

Claire Bellerjeau in Espionage and Enslavement in the Revolution: The True Story of Robert Townsend and Elizabeth proposed that 355 was a woman who escaped slavery on Long Island named Elizabeth or Liss. But the only mention of “a 355 of my acquaintance” came from Woodhull while that woman had been enslaved to the family of another Culper ring spy, Robert Townsend. Also, an upper-class white man like Woodhull wouldn’t identify Elizabeth as a lady.

The many stories about 355 reflect our own society’s wish to imagine an active, daring female spy—and to solve the mystery of that number.