Jay Underwood is a graduate of the journalism program of Holland College of Applied Arts and Technology in Charlottetown, Prince Edward Island. Jay began his career in newspapers as a nightshift proof reader and obituary writer with the Charlottetown Guardian-Patriot. He then moved to the New Glasgow, Nova Scotia Evening News, as a reporter-photographer, and to the Truro, Nova Scotia Daily News as city editor. Briefly serving as city editor at the Timmins, Ontario Daily Press, he returned to Nova Scotia as editor and publisher of the Springhill-Parrsboro Record, and the Enfield Weekly Press, before joining the staff of the Halifax Daily News as senior copy editor and a member of the editorial board.