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Justin Pierre James Trudeau, PC, 23rd prime minister of Canada 2015–present, teacher, public issues advocate (born 25 December 1971 in Ottawa, ON). The son of Pierre Trudeau, the former prime minister, Justin has repeatedly defied expectations. In 2007, he won the Liberal nomination in the Montréal riding of Papineau, beating the establishment’s candidate. A year later, he was elected to the House of Commons, confounding pundits who insisted the Trudeau name was political poison among francophone voters. After winning the Liberal Party leadership in 2013, Trudeau propelled the party from third place to first in the House, becoming prime minister at the head of a majority government in 2015. Although Trudeau’s Liberals lost support in the 2019 election, they won enough seats to form a minority government.

Sir Robert Laird Borden, lawyer, politician, prime minister of Canada, 1911–20 (born 26 June 1854 in Grand Pré, NS; died 10 June 1937 in Ottawa, ON).

John Napier Turner, PC, CC; politician, lawyer, prime minister, athlete (born in Richmond, England, 7 June 1929; died 19 September 2020 in Toronto, ON). John Turner is best known for his early political service as federal justice minister (1968–72) and finance minister (1972–75) in the cabinet of Prime Minister Pierre Trudeau, and for the 1988 election battle with Brian Mulroney over free trade. Turner's 11-week term as prime minister in 1984 is the second shortest in Canadian history, after Sir Charles Tupper (10 weeks).

Sir John Alexander Macdonald, first prime minister of Canada (1867–73, 1878–91), lawyer, businessman, politician, (born 10 or 11 Jan 1815 in Glasgow, Scotland; died 6 June 1891 in Ottawa). John Alexander Macdonald was the dominant creative mind which produced the British North America Act and the union of provinces which became Canada. As the first prime minister of Canada, he oversaw the expansion of the Dominion from sea to sea. His government dominated politics for a half century and set policy goals for future generations of political leaders.

Arthur Meighen, lawyer, politician, businessman, prime minister of Canada (b at Anderson, Ont 16 June 1874; d at Toronto 5 Aug 1960).

Stephen Joseph Harper, CC, PC, prime minister of Canada 2006–15, politician, author, economist (born 30 April 1959 in Toronto, ON). Stephen Harper is Canada’s longest-serving Conservative prime minister since Sir John A. Macdonald. He helped found the Reform Party and served as head of the National Citizens Coalition and leader of the Canadian Alliance Party. He then transformed the country’s political landscape by uniting the previously divided right into the Conservative Party of Canada. He led the CPC to three consecutive election wins before being defeated in 2015 and resigning as party leader. Harper’s adherence to a brand of ideologically pure conservatism resulted in what the Globe and Mail called “Canada’s first ever truly Conservative government.” He was made a Companion of the Order of Canada in December 2019.

Canadian Prime Ministers as Seen by Their Loyal Cartoonists

Martin Brian Mulroney, PC, CC, GOQ, lawyer, businessman, politician, prime minister of Canada 1984 to 1993 (born 20 March 1939 in Baie-Comeau, QC). Former Progressive Conservative Party leader Brian Mulroney helped his party win the most seats ever (211) in the 1984 election. As prime minister, he signed a landmark free trade deal with the United States and Mexico (NAFTA) and oversaw passage of the unpopular Goods and Services Tax (GST). He also spent much political capital trying unsuccessfully to persuade Quebec to sign the Constitution. (See Meech Lake Accord; Charlottetown Accord.) Mulroney took a strong stance against apartheid and made great strides in protecting the environment. But his historically low popularity led to an unprecedented defeat in 1993, which sent the Conservative Party into disarray for a decade.

In the mid-1930s, at the height of the Great Depression, Prime Minister R.B. Bennett’s political demise seemed inevitable. He sought to reverse the tide running against his Conservative Party. In January 1935, he began a series of live radio speeches outlining a “New Deal” for Canada. He promised a more progressive taxation system; a maximum work week; a minimum wage; closer regulation of working conditions; unemployment insurance; health and accident insurance; a revised old-age pension; and agricultural support programs. But Bennett’s 11th-hour proposals were seen as too-little, too-late. He lost the 1935 election to William Lyon Mackenzie King and the Liberals.

William Lyon Mackenzie King, prime minister of Canada 1921–26, 1926–30 and 1935–48 (born 17 December 1874 in Berlin [Kitchener], ON; died 22 July 1950 in Kingsmere, QC). William Lyon Mackenzie King was the dominant political figure in an era of major changes. He was leader of the Liberal Party from 1919 to 1948, and Prime Minister of Canada for almost 22 of those years. King was Canada’s longest-serving prime minister. He steered Canada through industrialization, much of the Great Depression, and the Second World War. By the time he left office, Canada had achieved greater independence from Britain and a stronger international voice. It had also implemented policies such as employment insurance.

Joseph-Jacques Jean Chrétien, CC, PC, OM, QC, prime minister of Canada 1993–2003, lawyer, author, politician (born 11 January 1934 in Shawinigan, QC). Lawyer and longtime parliamentarian Jean Chrétien was Canada’s 20th prime minister. Early in his political career, Chrétien helped negotiate the patriation of the Canadian constitution as well as the Canadian Charter of Rights and Freedoms. As Prime Minister, he led the federal government to its first surplus in nearly 30 years. However, his administration also presided over a costly sponsorship program in Quebec that sparked one of the worst political scandals of modern times. His government committed Canadian forces to the Kosovo conflict (1999) and to the war in Afghanistan (beginning in 2002). Chrétien publicly refused to provide direct support for the subsequent American war in Iraq. The recipient of numerous honours and awards, he is involved in several international organizations dedicated to peace, democracy and other global concerns.