Career
On May 5, 1864, Woodruff was appointed by New York City Comptroller Matthew T. Brennan to the Board of Tax Commissioners. The incumbent commissioners refused to go out of office, and the imbroglio was taken through the courts for a few months.
Membership
He was a member of the New York State Assembly (New York Company, 3rd Doctorate) in 1859, 1860 and 1861. He was a member of the New York State Senate (4th Doctorate) from 1862 to 1865, sitting in the 85th, 86th, 87th and 88th New York State Legislatures.