As a 62 year old I would partially agree with you. It’s not fear of change it’s probably more about experience and knowing that change just to remove yourself from the status qou isn’t always the best way to go
Jerry is not losing financially and that’s all that matters to him and I do think the window is still open
I’d say it’s slightly cracked however at this point and with the right moves there still a shot
he does not want to go back to the days of starting over at his age even if there’s example after example in salary cap era of it being mildly successful
San Fran was good then stunk now good again same can be said of a few other franchises
Ultimately it’s his team his money and I’m along for the ride and I just try and enjoy it in a way that works for me
69 years old here. Mostly agree with your post, except:
1. Money is not all that matters to Jerry. He wants to win another "no-Jimmy" Super Bowl more than anything. He just can't bear to share much of the credit, which is the reason for no more SBs. For goodness sake, he just bought a $250 million yacht, he's got more money than King Midas.
2. The window is not open. Going on 29 years of no Super Bowl or even NFCCG appearances, let alone winning one. If it was going to happen with Jerry as the GM, it would have happened by now. Even if it was open, Jerry's big behind is blocking the opening.
As smart as Jerry is, as you noted he doesn't want to start over at his age, but here's the thing - like you noted, SF stunk twice and, in both cases, returned to the SB in 4 years. So, it can happen relatively quickly.
Jerry's turning 82 this year. As far as we know, he's fairly healthy for his age. (If he's not then my comments below are out the window, of course). And per life expectancy charts, the older you get the more likely you are to be really old.
Didn't look it up, but it's something like if you're 60 you can expect to live to 80, but if you're 80 you can expect to live to 86. So Jerry needs to go back to his old oil business days and take a risk. Tear the team down, or at least greatly rework it and take the risk that he'll be around to see the results.
Jerry also needs to understand that it's not just about what happens when he's alive, he has a legacy to consider. Even if the doesn't live to see the team return to glory after tearing it down, people will say that he did what was necessary and it wasn't all about Jerry Jones the man, Jerry Jones the owner of the Dallas Cowboys was what it was all about. What is Clint Murchison's legacy? Basically, he let Tom Landry alone, had faith in him as the head coach of the Cowboys and did what was necessarily to win SBs. Even though the team had the whole "can't win the big one" label for several years.
Sadly, Jerry doesn't understand that....