Dak was Jerry's original drafted player with 3-4 years of skin on the wall. Let's put it another way, would as GM of another offer Pollard a strong long-term guaranteed contract at the start of free agency in March? What about April while he still recovering or can't pass your physical? Meanwhile, if you have 8-9 other free-agent RBs to choose from.
As stated before in another thread, the Cowboys know the player, so I can see Jerry and Stephen trying to meet him halfway with a generous 1-year contract of maybe $10M with $5M guaranteed. JMO