I agree with your whole post, and I can say job well done to the Pats despite obviously not liking them (Raiders fan). But you also proved my exact point with probably the best example in the world lol.
Jackson was a beast. He goes somewhere and they win, Hall of Famer. So wise, the Zen master, books sell out in a moment. But, there was the lingering question, could anyone lose with Jordan and Kobe? Was the triangle offense really getting the most juice out of D Fish and Big Shot Bob and all them, or is it simply Kobe and Shaq. Eh, move on, who cares.
Well, after he falls flat on his face (New York) after moving on, including watching his triangle run to death to some of the worst advanced metrics in quite some time, well he definitely lost major luster. I wouldn’t say his career has a question mark, but his success is sure as shit now solidified as, “With Mike and Kobe and Shaq”. (And he coulda just stopped as the Zen master, not the old out of touch dude who ran a team into the ground and may never have had “it”.)
And whether fair or not, the same is true for Brady and Bill. If you think that conversation or argument or sports talk is passing, or in the moment, then we probably have a diff level of exposure to sports (cause I hear it every holiday, get together, Sunday, fantasy draft, etc. for quite a few years).