Henry Paint was the son of Nicholas Paint, JP, by Mary Le Messurier, both of old Guernsey families which had been trading with Nova Scotia since at least the mid-18th century; a 'Paint Island', off Canso, is recorded in 1750. In 1817 his father, a merchant shipowner and agent at Arichat, Nova Scotia, petitioned for land grants at Belle Vue on the Strait of Canso, where he built a stone house and had settled by 1822. Henry was educated in Guernsey and at the Wolfville Academy, and served as a lieutenant-captain in the Canadian Militia during the Fenian raids. He spent his early life as an insurance agent in the City of Halifax. He was elected to the House of Commons of Canada in 1882 as a Member of the Conservative Party for Richmond, Nova Scotia. In Parliament, he was a strong supporter of Sir John A. Macdonald, the first prime minister of Canada, and he promoted a large number of public and infrastructure works for Cape Breton, including the first marine railway, the first steamers from Boston, numerous wharves and warehouses, as well as post offices and lighthouses, and the bridge and railroad to Arichat, and he was instrumental in negotiating favourable trading terms for the Dominion with Norway and the West Indies. He contested the three general elections of 1887, 1891 and 1904, but despite his successes for the community, he was defeated on each occasion. Henry was a progressive merchant and community leader. He owned extensive property on Cape Breton Island. Apart from the family estate of at Canso, in 1863 he acquired commercial property at Point Tupper, Nova Scotia, a few miles from Port Hawkesbury, on a site 'exceedingly well situated for trade' at the main entry point between mainland Nova Scotia and Cape Breton Island. Here he constructed wharves and laid out a new township, selling plots doggedly to the end of his life; today he is commemorated there by 'Henry Paint Street'. His other holdings included the 'Paint seam' in coal mines at Victoria County, Nova Scotia and gypsum options at Brierley Brook in Antigonish County. Henry Paint has a street, Paint Street, named after him in Port Hawkesbury, Nova Scotia. Henry Paint's long life is exceptionally well documented for the period, largely from letters written in his old age to his grandchildren, some of which were published in 2005. He died at his house at 3 Artillery Place, Halifax, aged 91. His younger daughter, Mary Le Mesurier, married Sir Charles Tertius Mander, first baronet, of the Mander family, industrialists and philanthropists dominant in the English Midlands. His elder daughter, Flora St Clair, married Sir Charles's first cousin, Theodore Mander, builder of Wightwick Manor, one of the most notable Arts and Crafts movement houses in England.
