Jon Lester has said on a few occasions that he wants to stay in Boston after the 2014 season.
On Thursday, Red Sox ownership said discussions will be tabled for the remainder of the season per the request of the pitcher.
Dan Shaughnessy joined Arbella Early Edition to discuss how this may turn out for the Red Sox.
"In my view, he's gone," said Shaughnessy. "He continues to take the high road in this thing, making himself look good. [The Red Sox] don't look quite as good. This is going to come down to their policies and the notion that they don't believe in signing a pitcher 30-years-old for more than four years.
"Jon Lester wants to stay here, he'll give them a hometown discount, but he's not stupid… Somebody is going to do something amazing on this and it's going to be more than four years and it's going to be well north of $125 million and the Red Sox are going to say, 'we don't do that.' They still have the Carl Crawford, Adrian Gonzalez plague all over them. They're not going to do it."