The website now states that:
Please note that you are able to use our Web or Kiosk check-in for ALL bookings regardless of booking date.
So allegedly it should work. A friend had success this weekend in YYZ and YYC using the kiosk at the airport.
I managed to "cancel" online a booking I made three weeks ago, a flight for which I held two reservations (the second was $100 cheaper). "Cancel" meaning I filled out the form and am waiting for the agent on the other ened to cancel. This is after a very similar experience to PE's --> it took me until today to even get to the "your wait time is 60+ minutes". The last few times I called, it said "we're too busy, call later". Nice note today that I had to waste 30 seconds of my time listening to Sean Durfy apologizing again before telling me I had to wait an hour. Sigh.