Thomas N. Hart

Elections Hart lost his bid to become mayor in the 1886 Boston mayoral election to the Irish Catholic Democrat, and incumbent mayor, Hugh O'Brien, by 4,740 votes. He ran against O'Brien again in 1887, this time losing by a slimmer margin of 1,457 votes.

In 1888, in his third attempt to become mayor of Boston, Hart was successful against O'Brien, winning by a margin of 1,876 votes. He was reelected in 1889, defeating District Attorney Owen A. Galvin by a margin of 5,460 votes.

In the 1890 election Hart was defeated in the Republican primaries by Moody Merrill. He remained an active figure in Boston politics, running for mayor and being defeated by the incumbent, Nathan Matthews Jr., in 1893 by a margin of 5,099. He ran once again in 1899, this time defeating former U.S. Representative Patrick Collins by 1,904 votes. His campaign was greatly aided when Collins' opponent in the Democratic primary, John R. Murphy, announced he would cross party lines and vote for Hart instead of Collins.

Hart saw his last defeat in 1901, with Collins prevailing in a landslide, having 18,839 more votes.

Mayoralty As mayor, Hart was strict and sought systemization. He opposed reforms within the Boston City Council and was against increased funding for projects unrelated to infrastructure. He fought what he saw as excessive spending for the maintenance of parks. He supported the erection of a subway, although through state or federal funds rather than local ones.

Death Hart died on October 4, 1927, at the age of 98, in Swampscott, Massachusetts.

At 98, he is the longest-lived mayor of Boston.