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What if the con was on Sawyer the entire time to see what he would say and do to each party? I think it is possible MIB sent Sawyer to encounter Widmore and see what Sawyer would tell Widmore. Widmore then somehow contacted MIB and let him know what Sawyer did and then MIB tested Sawyer by seeing what he said or did to see if he could trust Sawyer. I think the ironic thing of the situation is that by trying to deceive MIB by telling the truth, it actually worked although not as Sawyer thought it would. Instead of the hoopla that Sawyer thinks will happen there will be no conflict between MIB and Widmore so while they trust Sawyer, Sawyer will not have his opportunity to leave the island.