 He would eventually becoming the head of the party's organization in Kings County, New York, and later Chairman of the New York State Republican Committee.In January 1896, Woodruff was appointed Brooklyn Park Commissioner, in which capacity he was an early leader in the construction of bicycle paths, constructing routes from Prospect Park to Coney Island.In 1896, Woodruff petitioned to the New York State Board of Regents to create a "coeducational college" in Brooklyn.