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one thing i haven't seen mentioned in this thread...

on the radio with kate, does jack ever say anything about taking sawyer with her? does he intend for sawyer to get away?

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I really didnt get this either. At first Im thinking "ok hes gonna pull a corney selfless act of kindness move and set free the two love birds." But then he doesnt say anything about her taking sawyer with him. If the writers intended for it to be a package deal, they really screwed up. As the episode aired jack kinda looks like an ass thats being indirectly selfish, if that makes sense.

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also, Jack demands tht in return for doing surgery on Ben, they get him off the island. Jut him, not anyone else.