An American Silver Tankard with the Wolcott Arms, William Cowell, Sr., Boston, circa 1730

The arms are those of Wolcott, and the initials those of Roger and Sarah Wolcott. 

Roger Wolcott was born in Windsor, Conn. in 1679 to Simon Wolcott and Martha Pitkin Wolcott. Apprenticed to a weaver at age 12, at 21 he set up on his own and developed a successful business. In 1702 he married Sarah Drake (d. 1748), and they had fifteen children.

Admitted to the Bar in 1709, he served as commissary during an expedition to Quebec in Queen Anne's War. On his return, he served in various roles in the lower and upper houses of Connecticut before being elected Deputy Governor in 1741, also serving as Chief Justice. In 1745 he served as a Major-General in King George's War, and was second in command at the siege of Louisburg.  

He was elected Governor of Connecticut in 1750 and re-elected annually until 1754, when he "retired from public life, and devoted his last years to literary pursuits and religious meditation" (Appleton's Cyclopedia of American Biography). His son Oliver Wolcott Sr. signed the Declaration of Independence and became himself Governor of Connecticut. Another son, Erastus Wolcott, became a State legislator and Supreme Court judge.