That illustrates my earlier point, perfectly. I think the relationship between Damon and the front office deteriorated pretty badly. Someone else said Boston would not have countered. I think they would have countered(maybe not a matching offer, but something more probably would have been offered), but I just think Damon was ready to leave Boston.
Boston has had a pretty poor history of retaining it stars over the years. I think this reflects poorly on the front office. I'm definately not a Sox fan, but if I was, I would be getting annoyed with this trend. I'm not saying they should have matched the offer for Damon. I'm just pointing out that there is some underlying factor in Boston that scares away the stars. It's not money. Boston has pleny of it, and could have afforded to match the offer to Damon (whether they should have is debatable).
I don't follow everything the Sox do, but this reminds me of the Theo incident. Theo was getting squeezed, and he bascially said to piss off. I think Damon had a similar issue. There is something to be said for giving a respectable first contract offer. Showing respect to your employee goes a long way in keeping the relationship amicable, and thus promoting retention even if you don't want to be the highest bidder.