This is a good question. I fully understand that every player has a right and an obligation to seek the best contract possible for himself and his family. I don't expect any player to give a discount to the Cowboys. But still, when you see this, it means a lot. It means the player wants to be with the team. It means he wants to win, and it means he has a lot of confidence in himself and his ability to take the team to a championship. Guys who pinch pennies or show too much concern for the contracts appear to put winning second to personal status. Honestly, when a player gets $100 million guaranteed over 5 years, is a couple of million more so important to him that he won't sign? To me, that is a sing he is not fully committed to this team even though he may think he is. I don't it against Dak that he wants what he wants and won't settle for less, but I'd rather have the guy willing to shave a few bucks off his contract to be with this team.
This is why I think the Cowboys and Dak will part ways at some point. If Dak holds out for $40 million, a number I would never pay him, or refuses to sign a deal at all forcing the Cowboys to franchise him again, then I would trade him. If he does not sign in 2021 then he is never going to sign and next year they cannot franchise him. In 2022 he walks and the Cowboys get nothing more than a 3rd round comp pick. Trade him in 2021 and they should be able to get at least a 1st round pick for him.
I know it sucks to have to go find a QB again, but it is not up to the Cowboys alone. Dak has to agree to stay in Dallas and despite his words, which mean nothing, by not signing to a reasonable deal he is showing he is not committed to Dallas. And the Cowboys offered him a very reasonable deal based on media reports.