If you are willing to take the bottom captaincy in YYZ or YUL, I would suggest a possible upgrade at/about year 5, providing those 17 year f/o's etc in the west and east stay put...
For interest, while there is no published 'retirement list' that I know of, like the ones from former CAIL and AC (maybe still there from ACPA?), I've been told that 2012 is when large retirement numbers will start at Jazz....