The question is how much as a relative matter Brady will prioritize (a) a shot at another title; (b) maximizing his earnings; and (c) intangibles like quality of life, location, etc.
And we really don't know his priorities. In the past, he has not prioritized maximizing his earnings. But things may be different now, in a couple of ways.
First, he's at the end of his career. It's very possible that the next contract he signs will be his last, or that even if it isn't his market value will be at an all time (for him) low the next time he signs. So making that last big financial score could be more important to him this year than it has been in the past.
Second, after this season he may have doubts about the Patriots ability to run a title contender out there. So he may not see the usual trade off - take somewhat less money in exchange for playing on a more talented team - as applying.
Third, after this season, and considering his age, he may doubt his own ability to push a team over the top, even if the Patriots are able to make the necessary rebuilding moves.
If he's going to re-sign with the Patriots under the theory of trying to get banner #7 before he retires, the Patriots are going to have to sell him on the fact that that is possible.
There are a couple of other relevant considerations here.
First, what is Brady's market value around the league right now? What teams would be interested, and at what cost? Will Brady only be interested in teams where he can show up and make a title run, or, if he decides to leave, will money be more of a factor?
Second, what is the dynamic around Kraft, Belichick, and the extent to which the Pats are willing to mortgage the future to keep Brady? Belichick is getting up there in age, too, and he did not exactly do a bang up job at assembling the 2019 team and coaching it up this year. Does Belichick want to stick around to rebuild after Brady leaves? Or is his coaching future short enough now that he is more willing to leave when Brady does? And if that is true, is Kraft willing to mortgage the future for one last run? Heck, they could sign Brady to a 5-year guranteed deal knowing full well he won't be playing 5 more years if they are willing to blow up their future cap situation.
All in all, there are too many moving parts here to really know what will happen.
Maybe the most likely thing is that the same thing that has always happened happens again: they run it back with Brady not looking for the big financial score. But there are a lot of other possibilities this time around.