With the news that the Yankees and Red Sox are in the market to acquire Pirates' closer Mike Gonzlaez, I am reminded of the trade that sent Mike Gonzalez to the Pirates along with 2006 NL batting champ Freddy Sanchez and cash for Jeff Suppan, Brandon Lyon and Anastacio Martinez. In fact, the Sawx made this deal because they sent injured Brandon Lyon and Anastacio Martinez to the Pirates for Mike Gonzalez and Scott Sauerbeck to the Pirates earlier.
Netting the two deals resulted in the Red Sox dealing Freddy Sanchez, Lyon and cash to the Pirates for Jeff Suppan and Scott Sauerbeck. However that net effect hides the very big mistake the Red Sox made in sending Gonzalez back to Pittsburgh along with Sanchez for mediocrity.
The Red Sox would have been better off cancelling the deal and keeping Sanchez.
Are there any other Red Sox moves in the Theo regime that merit hindsight evaluation?