Creeper
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Remember, Dak has to agree to a restructure, or an extension. Dak could deny the restructure because he senses it means he is done in Dallas after this year. Without the possibility of a trade he really is holding all the cards. Jerry really boxed himself in with the first deal.
Think about not extending Dak, letting him walk and getting nothing but a 3rd round comp pick in return - a late third round comp pick. But it is what it is. Jerry is an awful negotiator. His next deal needs to have that trade clause and a built in in out. Give him roster bonuses instead of salary and signing bonus. This would be incentives for Dak to perform. Of course he might not allow it. But Jerry needs to decide if he wants Dak to hamstring him and his team for 5 more years. Then again, if he let's Dak go Jerry will have an undetermined number of year before the Cowboys even return to winning.
I prefer he extend Dak but only if it is a fair deal for Dallas. The only leverage Jerry has over Dak is a willingness to let him walk in 2025. Use that to get what he can, and if it is not enough, the shake hands and walk away from the table.
Think about not extending Dak, letting him walk and getting nothing but a 3rd round comp pick in return - a late third round comp pick. But it is what it is. Jerry is an awful negotiator. His next deal needs to have that trade clause and a built in in out. Give him roster bonuses instead of salary and signing bonus. This would be incentives for Dak to perform. Of course he might not allow it. But Jerry needs to decide if he wants Dak to hamstring him and his team for 5 more years. Then again, if he let's Dak go Jerry will have an undetermined number of year before the Cowboys even return to winning.
I prefer he extend Dak but only if it is a fair deal for Dallas. The only leverage Jerry has over Dak is a willingness to let him walk in 2025. Use that to get what he can, and if it is not enough, the shake hands and walk away from the table.