Mr. Drew was elected mayor of the City of Guelph in 1925 after serving as an alderman. In 1929 he left to become assistant master and then master of the Supreme Court of Ontario. As a practising lawyer, in 1931, he was appointed Chairman of the Ontario Securities Commission. He ran for and won the leadership of the Conservative Party of Ontario at the 1938 Conservative leadership convention. At this time, the province was in the firm grip of Liberal Premier Mitch Hepburn. Drew entered the Legislative Assembly of Ontario in 1939 as the Member of Provincial Parliament for Simcoe East. In the 1943 provincial election, he was elected in the Toronto riding of High Park.
The Liberal government went through a series of crises during World War II due to Hepburn's feud with Prime Minister William Lyon Mackenzie King and the federal Liberals. These crises led to Hepburn's resignation.
Premier of Ontario
In the 1943 provincial election, the Tories, now called the "Progressive Conservatives", won a minority government, narrowly beating the social democratic Co-operative Commonwealth Federation (CCF) led by Ted Jolliffe. (Jolliffe and Drew had attended the same high school in Guelph, Ontario, the Guelph Collegiate Vocational Institute).
Drew won by responding to the mood of the times, and running on a relatively left-wing platform, promising such radical reforms as free dental care and universal health care. While his government did not implement much of its promised platform (including Medicare or dental care), it did establish the basis for the Tory regimes that followed by trying to steer a moderate course. Drew's government also introduced the Drew Regulation in 1944, which made it compulsory for Ontario schools to provide one hour of religious instruction a week.
Drew was strident in his criticism of the federal government of Mackenzie King, attacking its leadership in the Canadian war effort, chastising it during the Conscription Crisis of 1944 for not instituting full conscription, and accusing it of attempting to centralize power.
The Drew government called an election in 1945 in an attempt to get a majority government. By exploiting increasing Cold War tensions, they were able to defeat Jolliffe's CCF by stoking fears about communism. Jolliffe replied by giving a radio speech (written by Lister Sinclair) that accused Drew of running a political gestapo in Ontario alleging that a secret department of the Ontario Provincial Police was acting as a political police spying on the opposition and the media. This accusation led to a backlash, and loss of support for the CCF (from 34 seats to 8), including the loss of Jolliffe's own seat of York South, and thus probably helped Drew win his majority, though in the 1970s archival evidence was discovered proving the charge.
While the Tories won a majority in the legislature in the 1948 election, Drew himself was defeated in the Toronto riding of High Park by CCFer and temperance crusader Rev. William "Bible Bill" Temple who had targeted Drew over his softening of Ontario's liquor laws.
Federal politics
While it would have been easy enough for Drew to re-enter the legislature by running in a by-election, Drew decided to enter federal politics. "Colonel Drew" (as he liked to be called) won the 1948 federal Progressive Conservative leadership convention, defeating John Diefenbaker on the first ballot.
Drew then contested a by-election in Carleton in order to win a seat in the House of Commons. The federal Co-operative Commonwealth Federation (CCF) was determined to defeat him, so they ran Eugene Forsey as their candidate. Temple was brought up from Toronto to appear at a political meeting with Drew, and accused the Tory leader of being "a tool of the liquor interests" and also made suggestions about Drew's sobriety. Temple's comments so enraged Drew that he had to be restrained from physically attacking his nemesis. However, Drew won the vote and went to Parliament. He ran against Forsey again in the 1949 election, and beat him again.
As leader of the federal Progressive Conservative Party and a Member of Parliament, he became Leader of the Opposition.
In the 1949 and 1953 federal elections, Drew's Tories were defeated handily by the Liberals, led by Louis St. Laurent. Drew alienated potential supporters in Quebec when he called French-Canadians a "defeated race". His support for conscription during World War II also hurt his prospects among French-Canadian voters. In declining health, Drew resigned as Progressive Conservative leader in 1956, and was succeeded by John Diefenbaker. From 1957-1964 He served as Canadian High Commissioner to the United Kingdom. In 1967, he was made a Companion of the Order of Canada. He served as the first Chancellor of the University of Guelph from 1965 until 1971. (Source - Wikipedia)