1965 wins National Newspaper Award for Editorial Cartooning.
1970 wins National Newspaper Award for Editorial Cartooning.
1972 wins National Newspaper Award for Editorial Cartooning.
In 1980 retires from the Toronto Star for the first time.
On April 25, 1993 Macpherson retires from the Star, and dies eight days later.
Duncan Macpherson was well known for his ruthless style. Terry Mosher refers to him as the "king of the third wave." One of Macpherson's most celebrated cartoons featured John Diefenbaker as Marie Antoinette saying "Let them eat cake," after Diefenbaker cancelled the Avro Arrow project and its 14,000 jobs. Pierre Berton said this cartoon was "the beginning, I think, of the country's disillusionment with the Diefenbaker government...scarcely anybody had taken a crack at Diefenbaker until then."