Has worked as an assistant to former Environment Minister Jean Charest in Ottawa and to former Justice Minister Edward Roberts in St. John's, and was policy advisor and speechwriter to the Premier of Newfoundland and Labrador, Brian V. Tobin.
His Father was a judge of the Supreme Court of Newfoundland and Labrador.
Most notably known as a former co-host of Canada A.M. (1972) [2001-2011].
He received his Master of Philosophy degree from the University of Cambridge, England.
In 2007, O'Regan became the first journalist to be named to Canada's Top 40 Under 40 list.
I was a paper boy for three years. Trust me, delivering papers in wet and windy Newfoundland winters taught me a lot about persistence and how serious people are about getting the news.