Im not too sure if it's to do with his Daughter though, as Jack surely wouldn't mind. I think it could be one of 2 things. At the moment Claire and Aaron seem to be the things that Sawyer cares about so maybe Sawyer has asked Kate to do something for Aaron.
The other thing that I keep remembering is the fact that Sawyer told Jack about the conversation with Christian in the bar, to let Jack know that his Dad was proud of him, without actually questioning Jack. This was when Sawyer was the bad old Sawyer, so maybe it's something to do with Jack but I'm not sure what?? Perhaps Sawyer was the one who let Jack leave the island, rather than him choosing to stay??? I haven't quite thought out the logic of the second point but I do feel that Sawyer has helped Jack before, and the way Jack emphasised that Sawyer chose to stay just seemed a bit odd!!
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