I'm pretty sure I have Wilner figured out. I believe he is genuinely just as pissed off as many people on this board get when the Jays lose, and when they play poorly. He wants to lash out, say so and so sucks, etc., but he can't. It doesn't fit his "character". So, he becomes passive aggressive, and deliberately obtuse on Twitter and on his show (more so than usual) as a way to lash out.
Maybe this isn't news to people here, but I haven't had that much exposure to the guy. He's annoying as all hell, but kind of fascinating in a behavioral psychology kind of way. LOL!