Jerry should have tried harder, even it it meant overpaying Dak. They would still be in a better position now if they had done that, particularly salary cap wise which is what matters most. Plus it would have avoided the never-ending distraction.
Dak also had an incentive to sign after year 3 since he wouldn’t be taking the risk of playing out his cheap rookie contract. He also had a more reasonable agent back then.
Well-managed teams almost never let their QB’s play out their contract if they intend to keep them.
But it’s too late for that now.