Scare me? No. But I have no idea what "all in" means to Jerry. I think he means he will commit long term to Dak. Going all in certainly would not be cutting Dak. That would be all out. Going all in to me means signing some top tier, free agents, or at least being an active player. It means wheeling and dealing for better players at positions of need. I think it means he is not drafting OL in the first round for one thing. That would be building for the future. It means signing Tyron instead.
March 13 is the magic date. That's when every NFL has to be under the CAP and free agency begins. If Jerry really means all in we should hear about top tier free agents visiting Dallas and Jerry making a push for some of them.
Before this date, Dak will have been dealt with and we will know if CeeDee has been extended.
If Jerry does not make a play for Christian Wilkins, Justin Madubuike, DJ Reader or Chris Jones then in my mind he is not going "all in". He doesn't have to sign then because there will be plenty of competition for them, but he has to make an honest effort.