Booger is the eternal optimist, mainly because of ego, and is always going to think he is closer than he is far away.
Pessimists make better GM's because the good ones are always "there is at least one more thing I need to do" oriented.
The owners can afford to be optimists but show me the GM that is, except the one in Dallas.
Preparing for "what can go wrong, will go wrong" is their job. And that is expected for them and no owner wants to know the problem until the solution has been found. That's why they hired a GM.
That "best case scenario" allows those in management to let themselves off the hook. Good managers are never "well, we've done all we can" because there is always at least one more thing that has to be done.
The other issue with Booger is once the season begins, he will only act if the wheels are coming off as they did when they let Bryant go and had to make an in-season trade for Cooper. Sneed, LAR, and Roseman, PHL, looked for those opportunities, they didn't wait for a problem. Upgrading is an around the clock 12 month job.
But the root of the problem with Dallas runs much deeper than that because the Joneses will settle for good enough because good enough gets them what they want, coverage, money and the real prize, that Forbes ranking.