Despite these reverses of fortune, Henry maintained a secure place in Montreal's mercantile society. He served as a captain in the militia and from 1794 to 1821 as justice of the peace. He lavishly entertained leading merchants in his home, regularly signed petitions and memorials, and attended parties. He was particularly active in the Beaver Club, reactivated in 1807, of which he was the senior member and on its creation, the vice-chairman. In 1806, he was one of the principal donators to the building of Nelson's Column, Montreal. In 1812, he was appointed vendue master and King's Auctioneer for the district of Montreal, working in partnership with his nephew Norman Bethune, who lived with him at 14 Rue Saint-Urbain. He remained close to his old friends, and Isaac Todd, who Henry enjoyed teasing, returned again to Montreal from his native Ireland to be close to Henry and McGill.