Well he was sold on the project less than a year ago.
The team made massive strides last season. Most of them, given their ages, can be expected to improve further. The owners have made two, imo, excellent signings of intent so far this window. Keep Jack and there's no reason we can't hope for a top 6 challenge, maybe more if we could get a deadball specialist like JWP.
The project's progressing nicely, but losing Jack will derail it somewhat. He knows this as well as most fans do.
So it's a question, really, of whether Jack's had his head turned sufficiently to turn his back on the project, his city, his club.
If he does, good luck to him. I won't suddenly hate him...but, given his comments last year, I would be a little disappointed in him.