He was educated at Liverpool Institute.
He was a pupil at the Liverpool Institute High School.
Luminaries like Charles Dickens, Anthony Trollope and Ralph Waldo Emerson delivered talks and readings in the main lecture hall (now the architecturally restructured Sir Paul McCartney Auditorium of LIPA).
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From 1909 to 1935 he followed a career as a teacher, first at Clifton College and Rugby School, and later as headmaster of The King's School, Chester and the Liverpool Institute High School.
Day attended the Liverpool Institute High School for Boys, during the era in which Paul McCartney and George Harrison were also there.