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Sir Wilfrid Laurier
Liberal (1896-1911)
Creation of Alberta and Saskatchewan (1905).
Founding of the Royal Canadian Navy (1910).
Introduction of the Juvenile Delinquents Act (1908
Sir Robert Borden
Conservative / Unionist (1911–1920)
Leadership through World War I (1914–1918).
Passage of the War Measures Act (1914).
The Conscription Crisis of 1917.
Granting federal voting rights to some women (1917–1918).
The devastating Halifax Explosion (1917).
The historic Winnipeg General Strike (1919).
Arthur Meighen
Conservative (1920–1921)
Creation of the Canadian National Railway (1920).
William Lyon Mackenzie King
Liberal (1921–1926) (1926-1930) (1935-1948)
Landmark Balfour Declaration declaring Dominion autonomy (1926).
Outbreak of the Great Depression (1929).
Leadership through World War II (1939–1945).
Introduction of unemployment insurance (1940) and family allowances (1944).
Enactment of the Canadian Citizenship Act (1946).
Arthur Meighen
Conservative (1926)
Sparked the King-Byng constitutional crisis (1926).
Richard Bedford Bennett
Conservative (1930–1935)
Creation of the Canadian Radio Broadcasting Commission, later the CBC (1932).
Founding of the Bank of Canada (1934).
The On-to-Ottawa Trek and Regina Riot (1935).
Louis St. Laurent
Liberal (1948–1957)
Entry of Newfoundland into Confederation (1949).
Sending troops to the Korean War (1950–1953).
Creation of the Canadian Volunteer Service Medal.
Launch of the Trans-Canada Highway project (1950).
Appointment of Vincent Massey as the first Canadian-born Governor General (1952).
John Diefenbaker
Progressive Conservative (1957–1963)
Passage of the Canadian Bill of Rights (1960).
Extension of unconditional federal voting rights to Indigenous peoples (1960).
Cancellation of the Avro Arrow fighter jet program (1959).
The Cuban Missile Crisis diplomatic strain with the US (1962).
Lester B. Pearson
Liberal (1963–1968)
Adoption of the maple leaf National Flag of Canada (1965).
Introduction of the universal Canada Pension Plan (1965).
Introduction of the Medical Care Act, creating universal healthcare (1966).
Celebration of Canada's Centennial and Expo 67 in Montreal (1967).
Pierre Elliott Trudeau
Liberal (1968–1979)
Passage of the Official Languages Act, making Canada officially bilingual (1969).
Decriminalization of homosexuality and legalization of contraception (1969).
Invocation of the War Measures Act during the FLQ October Crisis (1970)