Yup, too many to visits to remember them all, but what I do remember is a rather eclectic mix that includes Bruce Cockburn (probably more than once), Pet Shop Boys, Erasure, Elvis Costello, singing the Messiah with the Tafelmusik, Diana Krall, David Sedaris, Alan Cumming, Devo, Spinal Tap, Toronto Symphony when I was a kid (they used to do Pops concerts way back way back, the TSO also backing a few silent films that TIFF used to show like Alexander Nevsky… Did I see Jane Sibbery there? Twice at Hugh's Room, can't remember re: Massey, and kd lang at the O'Keefe, not Massey… hmm. Now I'm wondering whom I've forgotten. Haven't been back yet, but I'm looking forward to it!I've seen many shows at Massey over the years, but probably the most peculiar one for me was a bunch of stars from The Young & the Restless doing a sing and dance thing for a few hours. If I had to guess, I'd say this was around 1990.