As one of the naysayers about Dak's contract I feel compelled to respond.
First, you cannot ignore the impact Dak's contract had on the negotiations between teams and their QBs all over the league. Imagine Russell Wilson's opening statement to Denver: "If Dak is getting $40 million I should get $50!". And he would have a good argument.
Maybe this never happened, but I am sure agents look at what other players get paid and use that to determine what their clients should get paid.
But more importantly, it is the length of the contract Dak signed that is an issue. Had he signed for 10 years, or even 8 years, for $40 million, I would praise Jerry and Stephen. The length of the contract was something Dak apparently held fast on. He would not sign a deal of more than 4 years. This hurts the Cowboys in 2 ways. First it reduced the ability to restructure and save CAP money. Jerry is feeling this now only 2 years into Dak's contract. Dak has a $50 million CAP hit next year. Jerry cannot restructure him again or next year the CAP hit will be even worse with only 1 more year to restructure - so in other words restructuring is not an option. As it is, the Cowboys have pushed out almost $22 million of pro-rated bonus into the two voided years of Dak's contract. Even if Dak doesn't play for the Cowboys in 2025, they have to eat $18 million of that as dead money.
Which brings me to the bigger problem. After 2024 Dak has to be extended or resigned to a new deal. (or let go). If holding out for $40 million worked the last time, how much will Dak hold out for next time? $60 million? There is a good possibility that over the 10 years of Patrick Mahomes contract, Dak might actually wind up getting paid more than Patrick. We'll have to see how that plays out. My gut tells me, the next time Dak negotiates he will want a long term deal meaning Dallas will have money on the books going into Dak's late 30s maybe even early 40s.
I have a feeling, Jerry will approach Dak after this season about an extension. This will give Jerry some room to spread out Dak's CAP impact. We could see Dak sign a 6 year extension after 2022 or 2023.
Jerry and I will probably both pass from this earth before Dak's contract is off the Cowboys' books.