Oliver Aiken Howland, born on April eighteenth, eighteen forty-seven, in Lambton Mills, Canada West, was a prominent lawyer and political figure in Toronto. The son of Sir William Pearce Howland, he received his education at Upper Canada College and the University of Toronto. After studying law under Matthew Crooks Cameron, he was called to the bar in eighteen seventy-five and established his legal practice in Toronto, eventually earning the title of King's Counsel.
Howland's political career began when he was elected as a Member of Provincial Parliament for Toronto South in eighteen ninety-four, a position he held until eighteen ninety-eight. His influence in local governance peaked when he served as the mayor of Toronto from nineteen hundred to nineteen hundred two. During his tenure, he was a strong advocate for electoral reform, promoting proportional representation, which led to the adoption of cumulative voting for the election of the board of control shortly after his mayoralty.
In addition to his political endeavors, Howland was an accomplished author, penning several notable works including 'The Irish Problem as Viewed by a Citizen of the Empire' in eighteen eighty-seven and 'The New Empire' in eighteen ninety-one. He also played significant roles in various organizations, serving as president of the Internal Deep Waterways Association and as chairman of the Canadian branch of the International Commission on Deep Water Ways. His contributions to the legal community included serving as vice-president of the Canadian Bar Association and participating on the council of the Canadian Institute from eighteen ninety-four to eighteen ninety-five.
Howland's dedication to public service was recognized when he was appointed a Companion of the Order of St Michael and St George during the visit of the Duke and Duchess of Cornwall and York in October nineteen hundred one. His legacy is further enriched by the fact that his older brother, William Holmes Howland, also served as the twenty-fifth mayor of Toronto, highlighting a family commitment to civic leadership.