Payne was born in Ashfield, Franklin County, Massachusetts, on November 23, 1843, though his birth is sometimes listed incorrectly as September 23. He spent his youth in Massachusetts, and attempted to enlist for the Union Army, but he was rejected from service due to poor health. In 1859, he was graduated from the Academy of Shelburne Falls. In 1863, he moved to Milwaukee, Wisconsin, where he found work as a dry goods merchant.
In 1872 he began his political career with the Young Men's Republican Club of Milwaukee County. He worked his way up to become secretary and then chairman for the organization. In 1876, Payne was appointed Postmaster of Milwaukee, a position he held for the next ten years.[2] He transferred his organizational skills to his next position as president of Wisconsin Telephone Company in 1885, and served as director for the First National Bank of Milwaukee.
In 1896, Payne refused to provide a one-cent-an-hour pay raise which had allegedly been promised to unionized TMER&L workers. This set off a bitter strike and boycott; the company hired hundreds of scabs, and broke both the strike and the union, creating an adversarial relationship between TMER&L Co. and workers (including the city's powerful "sewer Socialists") for many years to come; the company would not be unionized again until after a 1934 strike. During this period, Payne continued to promulgate expanded streetcar and interurban services in the region, including a controversial 30-year extension of their franchise, a deal cut with Milwaukee Mayor David Rose and the Milwaukee Common Council under what some considered corrupt circumstances.[6][4]
He also engaged in real estate development, such as the 1897 "Payne's Park Addition" to North Milwaukee, fed by expanded streetcar lines running past what has been described as "two miles of vacant fields" and ending a few blocks past the street Payne had named after Villard in 1892.
^ ab"Henry C. Payne Dies In His Washington Home. Postmaster General Unconscious for Hours Before the End". New York Times. October 5, 1904. Retrieved 2015-01-25. Henry C. Payne, Postmaster General of the United States, died at his apartments in the annex of the Arlington Hotel at 6:10 o'clock to-night. The cause of death was officially stated to be disease of the mitral valve and dilation of the heart. Mr. Payne had been in poor health for some years, but his last illness lasted only seven days. ...
^ abRanney, Joseph A. "Taming the jungle of public utilities". History of the courts How Wisconsin's judicial system was established. Wisconsin Court System. Retrieved 30 June 2021.