iTunes Match is now showing on the Canadian iTunes Store for $27.99 annually. Will be trying it out forthwith!
Fingers crossed...
**Update: Clicked on "Purchase", entered my password and immediately got a receipt from Apple. I had to go into my iTunes Store account settings to "Add this computer" for iTunes Match to appear in the side column. Here we go...
**Update2: After adding my computer for iTunes Match to be activated, iTunes tries to connect to the Store and I'm given an error and that I should try to sign out and then in again (which I've done to no avail.) My account does state that I'm now subscribed to Match however with an auto-renew set for Dec. 14th, 2012. Guess there are still a few kinks to work out...