Yeah I can’t see him going to Milan, now that a lot has come to light about the extremely shady ownership structure of the club.
Add in the very real situation that they will not make the Champions League this year, and that makes the situation worse. It's no secret that Milan have said time and again that they have to qualify for the CL in order to stay afloat.
That doesn't happen, and Chelsea will look like PSG compared to Milan.
Being the Italian coach could be the best thing for him. His biggest hangup always seems to be about the money. Let the man do what he does best, and that is to coach players. Get the economics out of the equation for him.