There were a number of distinguished Frontenac County wardens from the Township of Wolfe Island during the first 133 years of Frontenac County history, and since municipal amalgamation there have been two more from the Township of Frontenac Islands: Jim Vanden Hoek for two years, and the current warden, Denis Doyle.
Although Tim O'Shea was only county warden for a single year, the centennial year in 1967, he was a member of the council for 33 consecutive years as the long-serving reeve of Wolfe Island. He retired from politics in 1991 and died in 1996 at the age of 78.
His son, Terry, who served as the clerk of Wolfe Island and Frontenac Islands for over 20 years, starting in 1986, described his father as someone who enjoyed people and was able to remain calm in tense situations, which might explain why he was able to win election after election.
He worked for most of his life as a hunting and a fishing guide on Lake Ontario and the St. Lawrence River, and in the evenings he tended to township matters. As well as presiding over Council, he was the welfare officer for the islands as well as the manager of the ferry, all part of the functions of the reeve.
Perhaps his most lasting accomplishment was convincing the provincial government to take over the ferry service from Wolfe Island and make it a free service. He also presided over the construction of the first library, medical clinic, ambulance base and fire department on the island. Because of all his accomplishments and longevity, he is still considered to have been the dean of Frontenac County councilors.
One hundred and two years before Tim O'Shea served as county warden, another Wolfe Island politician held the post. The first ever Frontenac County warden was Dileno (Dexter) Calvin, the proverbial self-made man. He was orphaned at the age of eight in Rutland, Vermont.
When he was 20 he moved to the State of New York where he worked as a labourer until he entered into the lumbering business when he was in his mid-20s. He started in 1825, squaring some timber with a neighbour and transporting it by raft to Quebec City. Slowly, he built up the business, and in 1835 he moved to Clayton, NY, and established a lumber transport business. Soon after, he became involved in a company based on Garden Islands, the Kingston Stave Forwarding Company, which was later renamed Calvin, Cook and Counter, and then Calvin and Cook after the men who owned it. In 1844, Dexter Calvin moved to rented land on Garden Island and took control of the company, taking advantage of the island's location, its sheltered port, and the fact that it was within the British rather than the American trading system.
Out of its base on Garden Island, the company maintained agencies in Sault St. Marie, Quebec City, Liverpool and Glasgow, operated 12 -15 ships and employed as many as 700 people in its peak years. It became a generalized shipping company, and also operated a large tugboat service.
The move to Garden Island took place soon after the death of Calvin's first wife, Harriet Webb, in Clayton, New York, in 1843. the couple had been married for 12 years and had six children. He remarried Marion Breck in 1844. They also had six children between 1844 and her death in 1861. His third wife, Catherine Wilkinson, whom he married in 1861 when he was 63, had two children, and lived until 1911. Of his 14 children, only six lived to adulthood.
During the last 40 years of his long life (he died in 1884 at the age of 86) Calvin was a sort of patriarch to the inhabitants of Garden Island. He bought 15 acres of land on the island in 1848 with his partner Hiram Cook, and by 1862 they owned the entire island. Calvin bought Cook’s share in 1880.
Garden Island became a model company town, with its own school, library, and post office. Although it was made up of people from different national origins and religions, it was reportedly remarkably peaceful and well managed. It was also a dry community, under the express orders of Calvin himself, who became a prohibitionist at the same time as his conversion to the Baptist Faith about a year before the death of his first wife.
Since most of the inhabitants of Garden Island worked for Calvin, he was able to shield them from economic turbulence in two ways. For one thing, since he was more involved in lumber transport than buying and selling, the fluctuations in the price of lumber did not affect the business in a substantial way. He also chose to use the company's reserves to shield his employees during serious downturns, such as one that took place in 1873. At that time he cut wages but did not lay any one off, which was as unusual then as it is now. He was strongly opposed to organized labour, however, and when sailors on his ships started a union drive, he hired replacement workers from Glasgow and eventually sold some of his schooners and bought great lake barges to cut down on the need for labour.
His political life, which began when he was in his early 60s, was quite distinguished. He had become a naturalized Canadian within a year of moving to Garden Island. By the time Frontenac County was established in 1865 after the amalgamated County of Frontenac, Lennox and Addington had been disbanded, Calvin was already ensconced as reeve of Wolfe Island and the surrounding islands. He became the first warden of the County, a position he also held the following year and in 1868 as well.
He then took a turn at provincial politics, as a Conservative MPP for the riding of Frontenac. He served from 1868 until 1883, with the exception of the years between 1875 and 1877, when he lost favour with the party. In those days, becoming the Conservative candidate in Frontenac was more difficult than winning the election against opposing party candidates.
He was also one of the first directors of the K&P Railroad.
He was a man who was known for his eccentricities, such as a dislike for short men “for no other reason than that they were short” according to his grandson, as well as men who bit their fingernails (author's note – I'm sure we would have gotten on famously) as well as dogs and people who own them. “When a man's poor,” he said, “he gets a dog. If he's very poor, he gets two.”
Dileno Dexter Calvin died in 1884, and despite his great success in Canada, he was buried next to his mother and his first wife in Clayton, NY.