May was elected as a Democrat to the 56th United States Congress, and served from March 4, 1899, to March 3, 1901. From 1906 to 1910, he was a member of the New York City Board of Education. He was an Assistant District Attorney of Kings County from 1910 to 1911.
He was Secretary of State of New York from 1913 to 1914, elected in 1912, but defeated for re-election in 1914. He was county judge of Kings County from 1916 to 1921, and was a justice of the New York State Supreme Court from 1922 to 1940, when he retired after reaching the constitutional age limit. Afterwards he resumed the practice of law.
He was buried at Valhalla Cemetery, Staten Island.
|United States House of Representatives|
James R. Howe
|Member of the U.S. House of Representatives
from New York's 6th congressional district
1899 - 1901
George H. Lindsay
|Secretary of State of New York
1913 - 1914