Caleb Brewster, Member Culper Spy Ring

1747 - 1827  (79 years)

• Name	Caleb Brewster
  Suffix	Member Culper Spy Ring
  Birth	12 Sep 1747	Setauket, Suffolk, Colony of New York, British Colonial America
  Gender	Male
  Burial	1827	Old Burying Ground, Fairfield, Fairfield, Connecticut, United States
  Death	13 Feb 1827	Black Rock, Bridgeport, Fairfield, Connecticut, United States
  Person ID	I21700	My Genealogy
  Last Modified	8 Oct 2024

  
  

  Father	Benjamin Brewster,   b. 27 Sep 1713, Brookhaven, Suffolk, New York Colony, British Colonial America d. 1782, Brookhaven, Suffolk, New York, United States (Age 68 years)
  Mother	Mehitable Sarah Biggs,   b. Abt 1716, Brookhaven, Suffolk, New York, British Colonial America d. 1756, Brookhaven, Suffolk, New York, United States (Age 40 years)
  Marriage	4 May 1743	Brookhaven, Suffolk, New York, United States
  Family ID	F8880	Group Sheet  |  Family Chart

  
  

  Family	Anna Lewis,   b. 17 Oct 1760, Fairfield, Fairfield, Colony of Connecticut, British Colonial America d. 30 Aug 1834, Fairfield, Fairfield, Connecticut, United States (Age 73 years)
  Marriage	18 Apr 1784	Fairfield, Fairfield, Connecticut, United States
  Children	1. Jonathan Lewis Brewster,   b. 5 Nov 1786, Fairfield, Fairfield, Connecticut, United States d. 27 Oct 1837, Connecticut, United States (Age 50 years)   2. Sturges Lewis Brewster,   b. 20 Jan 1789, Fairfield, Fairfield, Connecticut, United States d. Abt 1847, New York, United States (Age 57 years)   3. York Brewster,   b. 31 Jul 1793, Fairfield, Connecticut, United States d. Yes, date unknown   4. Benjamin Brewster,   b. 17 Aug 1796, Fairfield, Fairfield, Connecticut, United States d. 1797 (Age 0 years)   5. Daniel Brewster,   b. 14 Apr 1802, Fairfield, Fairfield, Connecticut, United States d. 1803 (Age 0 years)
  Family ID	F8884	Group Sheet  |  Family Chart
  Last Modified	27 May 2025

  
  

• Notes

  In December 1778, General George Washington's chief of intelligence—and Culper Ring spymaster Major Benjamin Tallmadge—recruited Jonas Hawkins as a clandestine courier to bring messages to Setauket from New York City, where the group's leader, Abraham Woodhull was gathering information. From there, the coded correspondence could be relatively easily forwarded to Tallmadge.[3] At first, the ring employed just Hawkins in the role, but by early summer, Roe had joined the group as an alternate rider, who would take messages the 55 miles (89 km) between the group's two major centers of operation, Setauket, New York, and New York City.[1] At the time, both cities were occupied by the British.Work as spy [edit] Roe and Hawkins passed the messages from New York City to operative Caleb Brewster on Long Island.[3] Brewster would take them across the Sound to Tallmadge at Fairfield, Connecticut. From there, Tallmadge forwarded the messages to Washington.[4] Roe served the Culper spy ring as a courier by secretly relaying its messages beginning in early 1779. He claimed to be conducting business as a merchant in order to avoid suspicion and pass through the British checkpoints.[3] Roe became the sole dispatch carrier for the ring after July 1779, when Tallmadge gave Roe–but not Hawkins–a code number in his code index.[3] Hawkins increasing paranoia had led him to abandon the mission at that time.[3]In historical records