Desmond is on the beach, watching Claire take care of Aaron. As she lays him in the crib, Desmond approaches and offers to help fix her roof. Charlie shows up, and says that if anything needs to be fixed, he'll do it himself. Desmond wanders off.
Back at the Hydra station, Jack is sitting in his cell watching cartoons when Juliet brings in some food. Jack tries to convince her to bring Ben in to talk with him, but Juliet claims that he's not the leader, and that everything is decided by the group. At that moment, Ben bursts in to tell her that there has been a situation. We see a flash of the woods as a stretcher bearing Colleen is rushed by. Meanwhile, the Others wake up Sawyer and Kate, but the morning work is interrupted by a call on the radio, advising Pickett of the situation. Sure enough, Colleen's stretcher is brought in, upsetting Pickett and delighting Sawyer. When Kate asks, Sawyer tells her that this will be their ticket out of their prison.
He wrenches his water pipe away from the trough and then triggers off the fish biscuit award sequence. The water runs out of the pipe and along the ground, creating a pool of water outside the cage. He tells Kate that Pickett will be distracted with his wife hurt, and that when someone comes to the cage, Sawyer can use the cage's electric shock to hurt the guard and take the keys. As they wait, Sawyer recalls his time in prison, where he met an inmate named Munson. This man had supposedly stolen ten million dollars from the government, and the warden was looking out for him. Sawyer encounters Munson in the prison's sewing facility, where Munson is making tote bags, and informs the inmate of the warden's plot, and warns him that the next step is for the warden to send Munson's wife in to put pressure on him. The warden enters the facility and asks if Sawyer is bugging Munson, proving Sawyer's point.
In the present, Ben comes to Sawyer's cage and begins to question him regarding his age and weight. When he gets near the cage, Sawyer grabs Ben's hand and tries to trigger the electricity, only to discover that the Others have shut it off. Ben whips out a nightstick and begins to beat Sawyer with it, knocking him unconscious. When Sawyer awakens, he is strapped to a table, and the Others are preparing to inject him with something. Elsewhere in the station, Jack hears Sawyer's screams through the broken intercom. Back at the beach, Desmond wanders up to someone playing golf and borrows a golf club from him.
When Sawyer wakes back up, Ben places a cage with a rabbit in it on his chest. Sawyer is confused, and gets really worried when Ben begins to shake the cage, driving the rabbit into a panic. The rabbit topples over, and Ben explains that they had injected a pacemaker into the rabbit's heart. When it got too excited, the pacemaker exploded. He then explains that Sawyer has a similar device in his body. He gives Sawyer a watch that will warn him when he is near his danger limit. If he gets too excited – for instance, while fighting or trying to escape – the device will explode. He further warns him that if Sawyer tells Kate about any of this, they'll inject her with a similar device.
Sawyer is brought back to the cages, and the Others bring buckets of water with sponges so they can clean up. They also provide Kate with a fresh pair of clothes. As she's changing into them, Sawyer can't help but look, which causes his watch to start beeping. He dumps water on his head to cool off before the device explodes. He reflects back to the prison, where sure enough, Munson's wife comes in to visit with him, asking about the money. Sawyer is also visited, by the woman who put him in prison, another of his con victims. She shows him a picture of a baby, and claims that it is his daughter, Clementine. Sawyer refuses to believe this, and storms out of the visiting area.
Back in the present, Kate examines her cage and comes to the conclusion that she can climb out near the top, but Sawyer tells her to be patient. Kate can't believe what she's hearing, especially considering his stunt from earlier! Elsewhere, Juliet rushes in to Jack's holding area, begging for him to help her save Colleen's life. Above, the alarms start going off near the bear cages as Jack is led past Kate and Sawyer with a burlap bag over his head. They scream at him to get him to realize they are there, but he can't hear them. In a rudimentary medical facility, Jack notices some X-rays, but Juliet tells him they aren't for the patient. Jack tries to work on Colleen, but almost immediately she begins to crash. He starts chest compressions, but he can't save her.
Pickett loses his mind at this point, and rushes out of the facility and up to the cages, where he begins to savagely beat Sawyer. He throws him at Kate's cage, repeatedly hitting him and yelling at Kate, asking if she loves him. Finally, Kate breaks down and admits that she does and Pickett storms off, yelling at the others to throw Sawyer back in his cage.
In his prison flashback, Sawyer is approached by Munson, who agrees that Sawyer was right, and his wife was pressuring him to turn over the money. Munson asks Sawyer to move the money before his wife can find it, but Sawyer refuses, claiming that it's too risky. As Sawyer walks away, Munson begins to beg him for help. In the present, Sawyer cleans his wounds, while Kate begins to climb to the top of her cage, and easily slips through the top. She tries to free Sawyer, but he tells her to escape on her own. "It's every man for himself," he tells her. "If you really love me, you'll just go." Kate tells him that she only told Pickett that she loved him to get him to stop beating Sawyer, and then heads back into her cage. "Live together, die alone," she reminds him.
Ben has been watching this exchange on his monitor, and then turns his attention to where Jack has been handcuffed to Colleen's gurney. Juliet enters, and informs Jack that she's no surgeon, only a fertility doctor. Jack says there was no way to save Colleen, and what's more, he has determined his purpose for being there. The X-rays he saw were for a 40 year old man with a tumor on his spine. Since Jack is a spinal surgeon, he has realized that he is there to save someone's life.
Back at the beach, Desmond has constructed some sort of antenna with the golf club at its tip. A storm rolls in, and lightning strikes the rod, right in front of Charlie, Claire, and Aaron. I guess they should have listened to Desmond earlier about fixing the roof!
Ben wakes up Sawyer in the middle of the night, and tells him they're going for a walk. Sawyer recalls a similar walk while he was in prison, one in which he was brought before the warden, and Agent Freedman from the Department of Treasury. Sawyer informs this agent as to where Munson's money has been hidden, and in exchange, the warden ends Sawyer's sentence and lets him go. When asked about his reward, Sawyer tells the agent to send it to an account in Albuquerque for Clementine Phillips, with the stipulation that she can never know where the money came from.
Ben leads Sawyer up a mountain side, which causes the watch to begin beeping again. Sawyer asks if this is just a way from Ben to get him killed, but Ben informs him that "the only thing we injected you with is doubt." There was no pacemaker, and the rabbit from earlier had only been injected with a sedative. When they reach the summit, Sawyer looks across an expanse of water and sees the island he has spent so much time on. Ben tells him that Sawyer is currently on an island twice the size of Alcatraz, and that there is nowhere to run. "The only way to gain a con man's respect is to con him. You're pretty good, Sawyer. But we're better." The Others take Sawyer back to his cage.