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When asked about 7/$168MM, Sabean says Lester eliminated them before they had a chance to make the final offer (i.e., to top 6/$150MM).http://www.mlbtraderumors.com/2014/12/cubs-to-sign-jon-lester.htmlGuess it was not about the max dollars, but the offer had to be in the ballpark. Sox still low balled by $20MM, so he went with the cubs. Really a poorly handled negotiation by the Red Sox over the past year plus. Lester would have been happy with 5/$110MM extension for 2015-2019 last off season, and the 4/$70MM last year was a stupid opening offer. Perhaps the real dealing was between SF and the Cubs, with the talk about taking a lower Sox offer more to draw out the final 7th year option and some extra money, but I tend to think another couple million AAV from them would have gotten the deal (6/ $147MM).