Apparently executives from at least three teams have told Sherman that they are concerned he is too fixed on 3,000 and is sacrificing his typical solid, patient at bats to get a few more hits. He is getting older so it is likely just his reflexes slowing down, but the mere perception is enough to keep him from getting a job.
There is also fear that Damon might become disruptive if he does not get the playing time needed to reach 3,000. This was a concern with the Yankees a year ago when they didn’t seriously consider Damon worried that they wouldn’t have enough playing time for him. That could end up being the case again this year as he would merely be part of a DH platoon with Andruw Jones, only getting at bats against righties.