Guess you would have to factor in his intangibles, and whether or not he's ready to move to DH.
As we have found out, finding a solid DH isn't easy, better to hold onto the cards you have.
1) If they're "intangible", how does one "factor them in"? Moreover, paying a 34-year old first-baseman with balky knees and hand problems big money following a career season that came on the heels of 3 declining seasons just because he's a nice guy is no way to run a baseball team.
2) Of course finding a solid DH easy, or at least, not as hard as the organization made it out to be this season. And if I remember correctly, the Sox had Jim Thome practically begging to come back to the team at a fraction of what he had been previously paid...that's pretty "easy", no?
This team has gotten replacement-level (below it, at times) production from the DH spot not because of some phantom difficulty at acquiring a respectable DH, but rather because Ozzie is an imbecile. Yes, Kenny Williams is responsible for the construction of this team, and I certainly wouldn't fault anyone for placing part of the blame on him, but the fact of the matter is that Ozzie Guillen was handed the opportunity to effectively decide if the Sox would acquire another solid player to be their DH, and he chose Mark Kotsay and Andruw Jones over Jim Thome, and therefore he deserves at least some of the blame as well for the atrocious production we have gotten from the DH spot this year.
Furthermore, I wouldn't blame KW for the lack of a true DH almost all season as much as others would. I think that some time ago (perhaps as far back as 2005-06, but more likely somewhere around 2008), Kenny lost some discretionary powers to Ozzie Guillen via Jerry Reinsdorf. I don't think Kenny has complete control over the roster anymore, and I further surmise that JR has effectively turned KW into a middle-man between Ozzie Guillen and the roster that
he (Guillen) wants. And to top it all off, I think Kenny has the authority to fire Ozzie (if need be) any longer, and hasn't had it for some time.