He was the chairman, president and chief executive officer of ACE Aviation Holdings Inc., the parent company of Air Canada, from 2004 to 2017.
Milton was born in Boston, Massachusetts, and lived in Hong Kong, Belgium and the UK before completing his secondary school education in Singapore at the United World College of South East Asia in 1978.
He then attended the Georgia Institute of Technology, from which he graduated in 1983 with a Bachelor of Science degree in industrial management.
After graduating, Milton became a founding partner of Air Eagle Holdings Inc., and later worked as an independent commercial aviation consultant to British Aerospace.
Shortly after he became CEO, American Airlines and Onex initiated a hostile takeover bid for Air Canada, which Milton helped to successfully defeat.