I would do the same thing Jerry is doing.
NFL is Madden for billionaires. You're going to make money, and to be honest Dallas has a ton of talent. That's not the problem.
The problem is that Dak unfortunately suffers major injuries often, and he is only decent as a QB, not top tier. McCarthy is also a so-so HC. So they win a lot of games every season but then hit the wall against the best teams.
He should bring in Belichick and let Bill take a crack or two at getting that roster over the top. He and Jerry are in the same boat: build for the short term and win now.