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In the article I linked to upthread, you don't give late-career Dombrowski a call for a 5-year rebuild plan.
John Henry was probably as surprised as anybody that the '13 Red Sox won. They were a good team, but without that Ortiz Grand Slam, Detroit (& Dombrowski), were looking good for a World Series appearance.
https://en.m.wikipedia.org/wiki/2013_American_League_Championship_SeriesJohn Henry & Dave Dombrowski go back to Expansion-era Florida Marlins in 1997
https://en.m.wikipedia.org/wiki/Dave_Dombrowski
so I reckon any cashing in of the Farm System for trades was fully approved by 'management'.
Given the strength and the youth of the Yankees John Henry may have determined that '18 was the last chance for 4 or 5 years for the Red Sox to obtain homefield advantage through the postseason.
This was the David Price the Red Sox gave a mammoth contract to, (roughly a $1M per regular season start).
Who from the Red Sox roster gets retained?
After 2004 even Pedro Martinez & Derek Lowe were let go.
Steve Pearce may get a 1-year 'thank you' contract as there is no clear fulltime 1st baseman in their Minors.
Nathan Eovaldi presumably gets a panic-induced offer from the Yankees.
Ian Kinsler? Depends if Dustin Pedroias knees ever work again.