Henry B Bolster was a politically active entrepreneur in Manhattan New York during the early to mid 19th century. He was born in New Hampshire to an American family with roots back to the 17th century. His father was a Revolutionary War and The War of 1812 Veteran rising to the rank of Captain. Henry served as the Superintendent of Paving for the City of New York as well as was elected in two different Wards of Manhattan to the office of Assistant Alderman therefore served on the Common Council. Henry also was the original founder of a stage coach line that made him a wealthy man. Because of his wealth, he was an investor in several other business adventures including Insurance and Banking.