Kathleen O’Day Wynne, 25th premier of Ontario 2013–18, member of provincial parliament 2003–18, school trustee, community activist, mediator, teacher (born 21 May 1953 in Toronto, ON). The skills of a mediator, coupled with a strong sense of will, propelled Kathleen Wynne’s political career, making her Ontario’s first woman premier and Canada’s first openly gay head of government.
Douglas Robert Ford Jr., 26th premier of Ontario 2018–present, city councillor, businessman (born 20 November 1964 in Etobicoke, ON). Ford spent much of his working life at Deco Labels and Tags, a company his father co-founded. He rose through the ranks at Deco to eventually replace his father as company president. When his brother Rob Ford ran for mayor of Toronto in 2010 and won, Doug was elected city councillor of the ward his brother had vacated to run for mayor. In March 2018, Ford won the leadership of the Progressive Conservative Party of Ontario. Months later, the Ontario PCs won a majority government and Ford became premier.
Michael Deane Harris, Progressive Conservative premier of Ontario 1995–2002 (born 23 January 1945 in Toronto, ON). Mike Harris is considered a pioneer of the modern conservative movement in Canada through his “Common Sense Revolution” policies, which created a great deal of controversy, but have had a lasting influence on Ontario politics. Among the policies his government implemented are municipal amalgamation, the “sunshine list” of public sector salaries and Ontario Works.
In 1948 he entered national politics as party leader, but he failed in 2 elections to mount an effective challenge to the Liberal administration. He resigned as leader 1956 and was appointed Canadian high commissioner to London, England, in 1957 - the last distinction in a noteworthy public career.