Belichick’s window is small. He’s 72 years old, and he wants Shula’s record more than he wants another Super Bowl win. With the rest of their roster, Dak can get him that record in the next two seasons. They can manipulate their Cap space to extend Dak, and the Cowboys take the hit this year for his past bonuses. I would ask for their #1&2 picks in 2024, and another #2 pick in 2025. Then trade Trey Lance to the Vikings for the #11 pick.
Then the Cowboys can trade the #8, #11 and #56 pick to Chicago, and keep the #24 and #43 pick in 2024, plus have two #2 picks in the 2025 draft.
Time to start again for the Cowboys.
This would also likely mean that McCarthy gets dumped, and the Cowboys start over with a new coaching staff. If they can get Jim Harbaugh to come to Dallas, and give him a clean slate, he just might go for that.
I would also consider trading Micah Parsons if someone wants to back up the draft pick Brinks truck. If the Cowboys make the commitment to rebuild, might as well go all in. Jerry did it before when he traded away Herschel Walker. Why not do it again?