Haldeman was born Henry Winfield Halderman, in
Mount Carroll, Illinois, on June 21, 1848. His parents were William Halderman (1822-1866), a local businessman and miller, and Anna Hostetter Halderman (1828-1919). Haldeman attended the
Mount Carroll Seminary (later known as
Shimer College) in the 1860s, first around 1860-1861 and again, studying music, around 1865-1866. In 1866, after the death of Haldeman's father William, he left with two of his Seminary teachers for the
Leipzig Conservatory in Germany, where he studied music for two years. While in Leipzig, he also took preliminary coursework in medicine. In 1868, his mother Anna married wealthy local businessman
John H. Addams. Shortly thereafter, Henry Haldeman fell in love with his new stepsister,
Sarah Alice, and they were married on October 25, 1875. The marriage was the subject of disapproval in the family, as the two were not seen as a good match by either of the parents. Haldeman studied medicine at the
University of Michigan from 1873 to 1874, supporting his medical studies by working as a musician and music teacher. He subsequently took up the practice of medicine, which did not then require a degree, in
Fontanelle. He finally completed his MD in 1878, at
Northwestern University. In 1881, Haldeman, his wife Alice, and stepsister Jane, all went to Philadelphia to study medicine. Alice, however, was only seeking to learn enough to be able to help him in his practice. Haldeman studied gynecology under the noted gynecologist
William Goodell. He completed a second MD in 1882, with a senior essay on the "Evacuation of Exposed Ovarian Cysts". Haldeman's relationship to his stepsister Jane Addams was troubled, in part due to his troubled marriage with her sister Alice. He was openly derisive of Jane Addams' work for social reform. In 1882, however, Haldeman administered corrective back surgery to Jane Addams at the Haldeman home in Mitchellville, Iowa. The surgery was successful, and helped to heal frayed relations between the Addams sisters. Haldeman may have provided some previous assistance to Jane on musical matters. ==Political and business career==