In 1961, Whylie was the first black radio announcer hired by the British Broadcasting Corporation. In 1973, he became the general manager of Jamaica Broadcasting Corporation, where he remained until 1976.
In 1977, he joined the Canadian Broadcasting Corporation, where he remained until 1997.
He was the brother of noted Jamaican musician Marjorie Whylie.
- "Dwight Whylie, 66; First Black Radio Announcer to Be Hired by BBC" (obituary), Los Angeles Times, September 19, 2002.
- "Veteran broadcaster Dwight Whylie passes on", Jamaica Gleaner, September 17, 2002.