I've added some more topics. I don't know if they're the broadest and most important, though. In many cases, I'm sure they're not, but I don't know which ones would be so considered. Please, please check and edit the entries in your areas of expertise. See talk:Wikipedia arranged by topic.
... 1989 The Band
1990 Maureen Forrester[?]
1991 Leonard Cohen
1992 Ian and Sylvia[?]
1993 Anne Murray
1994 Rush
1995 Buffy Sainte-Marie[?]
1996 David ...