A high school dropout, Enright became a journalist after taking a University of Toronto extension course.
As a journalist he held numerous positions at organizations such as The Globe and Mail, Time and Maclean's.
After he took a University of Toronto extension course, he found a job in Brampton, Ontario working for a weekly newspaper.
[3] Enright attended St. Michael's College School, a Catholic all-boys school, was lead altar boy at Holy Rosary Church and spent one year at a Passionist seminary in Dunkirk, New York.
[4] He was awarded an "Honorary Degree Doctor of Letters, honoris causa" at the 98th Spring Convocation of St. Thomas University in Fredericton, New Brunswick on May 18, 2008.
[7] In June 2012, Enright received an honorary Doctor of Laws degree from York University in Toronto.