No need to sit in judgment. The players were what they were, and the teams they played on were the way they were. The coaches' records stand for themselves.
I guess it would be productive to dissect the causes (although, so long as Dennis & staff are doing the right things, why bring up negative stuff - it might be catching).
The 5 things I'd want to scrutinize closest are (1) Management Tone, (2) Player Selection, (3) Player Development, (4) Game Preparation and (5) Medical Staff.
Til recently, the team had been a bit deficient in such areas as marketing & public outreach, being innovative in compensation techniques, public relations.
They were either unaggressive or too impulse-ridden in the free agent market - and always, it seemed, at the wrong time. I'm not going to question most drafting decisions, because in most instances (except maybe the Pace/Johnson for Suggs move) I agreed with those decisions at the time. But I don't think we got as much value for our pick. The drafting philosophy of Tobin and Mac was: "Target certain players and draft them one round too early to make certain we'd get them." This, in turn, meant that, value-wise, we were getting one round less bang for each buck. And, oh yeah, for years, it always seemed as if we'd part company with a decent player and get less compensation back than we should have.
The biggest deficiency of all, I think, was in not developing players quickly enough or to full potential. You wouldn't see a player improve between Game #1 and Game #16 of any season.
Game prep was problematic - particularly early in each season. Game after game, you'd have the feeling that the offense was "wandering around out there" or the defense was too often "victimized."
I include the medical personnel solely because there has to be accountability at all levels. It just seemed to me that a higher percentage of our players were going down during most seasons - and that a higher percentage of those injuries resulted in careers ending. Maybe it was bad luck. Maybe we brought in porecelain players. But all I know is that the medical outcomes (at least perceptually) weren't what you'd expect.
Other than that, there's not much to question.