Enright attended the University of Saskatchewan, in Saskatoon, from 1967 to 1971 as an undergraduate in the department of English where he received a BA (Hons.). He then attended the University of Manitoba where he worked towards his Masters from 1971 to 1972 and 1972 to 1974 at the same school earning a Ph.D. From 1988 to 1992 he was a member of the Board of Directors for the Western Magazine Awards Foundation, as well as a Member of the Canada Council Advisory Panel on Book and Periodical Publishing from 1990 to 1992.
Along with spending 25 years as an art critic for CBC, he has also contributed to ARTnews, Modern Painters, and Art Review. He still regularly contributes to The Globe and Mail. For his work he received nominations and medals in the National Magazine Awards, and in the Western Magazine Awards.
While working for CBC for 25 years he started the magazine Border Crossings and has this to say on the topic: "I've always been a border crosser, and the magazine was based on the premise that artists never looked at only one thing."
In 2005 he was named a Member of the Order of Canada, and in 2012 he was awarded the Queen Elizabeth II Diamond Jubilee Medal. He holds a research chair in Art Criticism at the University of Guelph.
- "School of Fine Art and Music | College of Arts | Robert Enright". University of Guelph. 15 Mar 2015". uoguelph.ca. Retrieved 2017-03-12.
- Robert Enright. "Their Winnipeg: Pages from a Magazine's History." BorderCrossings Study Centre (2009). 23 Jun 2010. 
- "In conversation: Meeka Walsh and Robert Enright". Mendel Art Gallery (2015). 15 Mar 2015.