I agree with most of your post with Bill's treatment of Brady. But one thing is missing from your narrative: if Brady gets signed for more cash -- i.e. what he's worth -- then the team's talent struggles only get worse.
We've been reloading and "selling out" (as you put it) for so long, there just wasn't much left of being a top tier club since we were in dire need of an organic rebuild through the draft and freeing up of cap space. At the end of this season, we have what is best described as a bottom five roster. With Brady on the team, I can't see the roster being anything but worse at this point.
Bill did not treat Brady the best. But Brady was also growing very agitated for years at a lack of explosive talent. And beyond bad drafting, our success doomed us to not having the salary cap space to pursue the types of weapons Brady now has in Tampa.
For all the people surprised by Tampa's run, I'm honestly confused. Brady exited a team with minimal talent and fell into a roster with an all star cast. Of course Brady had a turnaround. The question is, if Brady plays for three more seasons rather than hanging it up soon, then will Tampa also get ravaged by the salary cap to the point Brady starts to get fed up again?