Professional and Political Career
Wolcott was Deputy Delaware Attorney General from 1909 until 1913, elected Delaware Attorney General in 1912 and served from January 21, 1913, until January 16, 1917.
In the first popular election of a U.S. Senator in Delaware, he was elected to the U.S. Senate in 1916, defeating incumbent Republican U.S. Senator Henry A. du Pont. During this term, Wolcott served with the Democratic majority in the 65th Congress, but was in the minority in the 66th and 67th Congress. In the 65th Congress he was Chairman of the Committee on Expenditures in the Department of Commerce. Between 1918 and 1919, he served on the Overman Committee, investigating seditious German and Bolshevik activities. In all, he served from March 4, 1917 to July 2, 1921, during the administrations of U.S. Presidents Woodrow Wilson and Warren G. Harding.
Wolcott was the senate sponsor of legislation to create a federal charter for the American Legion. The House co-sponsor was Rep. Royal Johnson of South Dakota. The bill was filed on June 27, 1919, passed the House on August 27th, passed the Senate on September 5th and was signed by President Wilson on September 16, 1919. (A History of the American Legion Marquis James. 1923. Pg. 71.)
On July 2, 1921, Wolcott resigned from the U.S. Senate to accept a surprising appointment from Republican Governor William D. Denney to become Chancellor of the Delaware Court of Chancery. The appointment came to be known as the "deal" or the "dirty deal," and many suspected T. Coleman du Pont organized it in order to gain the U.S. Senate seat for himself and the Republican Party. Wolcott served as Chancellor for the remainder of his life.
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