The problem is - DD did do that. Sale crawled to the finish line in 2018, giving the Sox 32 IP after August 1. And did so without really even needing to extend Sale, who was already controlled for 2019.
And given Sale was the epitome of undervalued contracts, one would think he would hope to cash in by betting on himself and seeking a contract in the neighborhood of David Price or Zack Greinke, which a healthy Sale would have no problem getting, especially since he was younger than both of them when they signed their deals. But Sale instead leapt at the 5 year offer, very likely because he knew if the season played out, he wasn’t going to do any better. And certainly it appears as though his agent felt that way as well…