I appreciate he is a billionaire, but he's recently lost £500m. I suspect that this is where the story about selling Spurs comes into it so he can recoup some of his losses. He's not gonna be a happy bunny if this crisis starts having an affect on our share price!
The only pain he would really feel is in his pocket - he doesn't feel the same pain we supporters have. I would of course, like many others, be more than happy to inflict any sort of pain possible on the joker!