The take-it- or-leave-it strategy was Cashman's not Damon's. It turned out to be a very effective negotiating technique as Damon and Boras could not be certain that the Red Sox would increase their offer. Theo and the twins got outmaneuvered big time in those negotiations. Cashman used the take-it-or-leave-it technique during the season when they offered the Phillies essentially no prospects for Abreu but agreed to pick up all of his salary. The Red Sox were demanding that the Phils pick up $6million. Theo looked like a novice once again. They floated a damage control story in the press about how taking all of Abreau's salary would in reality hav cost $27 million due to the cap, etc. I hope by now everyone realizes that it was a BS damage control story, because we are paying J.D. Drew a load of dough for 4 years. Abreau's commitment was one year and he is on the field about 50 more games each year than is Drew.
Edit: As to Damon's wife, I think if the $ was equal, he would have stayed in Boston because the wife was a pseudo-celebrity in Boston. She got her face on TV etc. In NY, she's just another pole-dancer.