Even though I'm against a Hamilton signing, I'm aware that we have no true 3, 4, or 5 hitter if Ortiz walks. Ellsbury and Pedroia are best suited 1-2. Salty, Lavarnway, Ciriaco, Iggy, Kalish, Ross (if he comes back), Pods, Aviles are all 6-9 hitters. Ross could hit 5th, but I think we're better off with him hitting 6th.
I think we need to explore a Justin Upton trade. He'd be the perfect #3/4 in our lineup. I've gotten to see him a few times down here and he'd thrive in Boston. He's young, he's got power, and he's not BJ. If we could trade for Upton and an Ace, I think we're right back in the hunt for the division or wild card next year.