Regarding the "woe is us; we can't win" spin on Ford's chances for reelection: you have to remember that our perspective might be tainted when we project ourselves, as individuals, into the argument--no, not as voters; rather, in a subliminal way, as wouldbe/faux/manque/mock-parliamentary candidates or campaign operatives. Like, we're saying "Ford can't lose" because we're overprojecting ourselves as the opponents--without grasping that "we're" not up to the task. That is, unless any of us were Vaughan/Carroll/Stintz/whomever posting under a pseudonym.
Once we have the ability to look beyond ourselves with an eye to taking out Ford, then it doesn't necessarily look so "woe is us".
And as I always like to say: imagine how Ford's performance in mayoral debates is going to be--that is, unless he ducks out of them altogether.
Oh, and one "there goes Ford-the-illiterate again" talking point that hasn't been dwelt upon: his "I have no optics" defence re the paving incident...