Originally Posted by Sombra1230

Something about this Michael on the freighter situation is just really unsettling. I think that Ben is very intelligent and I have a hard time believing that he would underestimate Widmore and the freighter folk so much as to think they wouldn't figure out Michael was a spy. We know the freighter people were carefully selected and handpicked. Granted Michael is only a deckhand, but given the sensitivity of the info that any crew member would learn aboard the ship, I just think Widmore would have been too smart to not handpick even the lowest on the totem pole.

So, the question then becomes is there any reason that Widmore would handpick Michael, knowing that he is in cahoots with Ben? Obviously he has knowledge about the island (but so do the freighter people supposedly with their maps and all). Do they want Walt and see this as a way to get to him? Do they want him as a pawn (though none of the 815 crew really care for him too much, nor does Ben really)?