First of all, duly conceded facts:
1: Dustin Pedroia is a very good 2B. That's why I feel he has value.
2: Dustin Pedroia is the single most significant leader on this team... that has lost more games than it won since that was true.
Points to consider
1: If he played the position fulltime Brock Holt would be a well above average fulltime second baseman based on his existing track record
2: Dustin Pedroia has been significantly injured every single year he's been on this team, which throws his longevity into serious question
3: Players of Pedrioa's body type do not age well. He is a small man who uses high energy and effort to overcome his diminutive frame. This is one of the reasons he is so frequently hurt.
Here's a fun challenge: Find a player who is Dustin Pedroia's height (5'9") or smaller that is healthy and effective at age 35.
Go on. Try it. Good luck with that.
Perhaps I was spooked by the premature evaporation of Kevin Youkilis, but that kind of guy who's constantly nursing minor injuries makes me unreasonably nervous. Holt meanwhile has no particular affinaty with injuries that we've discovered yet, and I find that moderately significant to a team that needs its best players on the field at all times in order to prosecute a playoff run, which I'm honestly not sure Pedroia can 100% do for us anymore.
If we can trade a player with that heavy a risk of injury and premature decline, for an asset of high value, based on his very good reputation, and immediately replace him with a young, above average player at the same position, you have to consider it. Pedrioa is respected throughout the league, a former MVP and known to be a positive example for heart and hustle. I say we leverage that into a young starter with some upside to augment our struggling rotation and we'll make the team stronger from doing that even if we lose a little raw value at 2B.