Sawyer pulls the bullet out of his shoulder with his hand. Michael and Sawyer argue over who's fault it is that Walt was taken. They are on separate pieces of raft wreckage, but because of the current, they stick together. Michael and Sawyer wash up on shore of the island and find Jin, who is yelling about "the Others
Sawyer, Michael, and Jin are thrown into a pit dug out of the ground. Ana-Lucia gets thrown in with them, and when Sawyer comes up with a plan to get them out, she steals his gun and gets out of the pit.
Michael, Sawyer, and Jin are let out of the pit, and the Tailies
take them to the the Tailies' bunker.
Sawyer is having trouble keeping up with the Tailies. His wound seems to be getting worse and he is slowing the group down.
Sawyer's infection takes over and before he passes out he tells them to leave him behind, but Michael assures Sawyer that he won't leave him.
After Eko takes Sawyer to Jack, Sawyer is really sick and Kate has to talk him into taking his medication.
In his delirium, Sawyer admits to Jack that he "loves her," presumably meaning Kate.
Sawyer wants revenge for getting shot, and so he goes on the hunt for Michael. He doesn't get his revenge, because there are too many men, and they have Kate.
Jack and Locke put all the guns and medicine in the gun vault and Locke changes the combo, giving the combo only to Jack. When Sun is kidnapped, Jack wants the guns, only Sawyer had told Locke that Jack was coming, so Locke hid the guns. Sawyer shows up with the guns, saying there is a new sheriff in town. With the help of Charlie, Sawyer had conned Jack, Locke, and Kate in order to play Jack and Locke against each other and gain control of the guns.
Sawyer won't let Sun look through his medical supplies, but is so intrigued when she just walks away that he tells her she can have whatever she wants for free, but she has to tell him what it is. She asks for a pregnancy test.
Sawyer loses a game of cards to Jack and ends up having to give him all the medicine back.
Hurley attacks Sawyer, much to the delight of those nearby, because Sawyer called him crazy.
Thanks to Jack, Sawyer has to decide whether to give up the whereabouts of his stash or let Libby suffer. He shows Kate where his stash is.
After Libby dies, Sawyer comforts Kate.
Sawyer is really torn up about Ana-Lucia's death. He tells Jack that they hooked up and that is how Ana-Lucia got his gun. He admits that Jack is "the closest thing" he has to a friend.
Sawyer wants to take Sayid with them to the Others' camp, but Michael is against it.
Sawyer follows Michael through the jungle along with Jack, Kate, and Hurley to get Walt back.
They are captured by the Others.