To me what he's saying is only the teams that win a championship are considered to have been successful which I disagree with. If the Raptors make the ECF and take the Cavs to 6 or 7 games and ultimately lose I will be very happy and consider it a fantastic season.
Just like the Blue Jays last year, even if you don't win the WS you can have an amazing season without winning a title. I'd even argue 10 years from now more people will remember Bautista's game 5 HR than which team won the WS.