This series chiefly contains correspondence comprised of loose letters, letter books, and letter copy books. The correspondence spans the entire period covered by the series, and involves Dutcher in his numerous political and business capacities, including Supervisor of the Internal Revenue, Pension Agent for the Eastern District of New York, Appraiser of the Port of New York, New York State Supervisor of Public Works, Director of Metropolitan Life Insurance, President of Union Dime, and President of the Hamilton Trust Company. Additional letters illuminate Dutcher's active role in the Republican Party and his involvement in numerous state and local professional, political, and civic member organizations. The series also includes documents and reports related to certain issues overseen by Dutcher as Supervisor of Public Works, including a legal dispute between the West Shore & Buffalo Railroad Company and the Oxford Copper and Sulphur Company, in which Dutcher was arbitrator, and an application from the West Shore & Buffalo Railroad Company to construct its road over canal lands in Montgomery County. Additional items include financial records, and handwritten and typed transcripts of speeches delivered or received by Dutcher at various events hosted by professional, political, and civic organizations.