Long term musing: Ford goes for mayor. Ford loses. Ford becomes the next CPC candidate in Etobicoke Lakeshore.
Is it so impossible?
Why Etobicoke Lakeshore? It's not his constituency--besides, he's too crude for the Kingsway types, the Patrick Boyer types, etc.
Etobicoke Centre (where he actually lives, where the long-term Tory history is actually stronger, and which his father once represented in part provincially) or Etobicoke North (which--at least in old boundaries--is his present municipal turf in part, and probably most disposed to his variety of "low Toryism") are more likely.