The flashbacks interpret Charlie (Dominic Monaghan) in the height of his drug addiction. To make money for more heroin, Tommy (Darren Richardson) tells him about Lucy Heatherton (Sally Strecker), whose father is rich. He plans for Charlie to steal something of value from her, and then sell it. Once invited to her house, Charlie has an interest in stealing a cigarette case belonging to Winston Churchill. However, he develops feelings for Lucy, and accepts her job offer to sell photocopiers to her father's company so he can become respectable, which Tommy opposes. Eventually, Charlie's withdrawal gets to him and he takes the cigarette case before taking the job. His plan to become respectable backfires as he passes out after throwing up under the lid of the photocopier he is demonstrating, and the prospective clients find the valuable antique in his jacket. When he goes to see Lucy to explain, she refuses to hear his explanation and tells Charlie that he will never take care of anyone.

On the island, Locke (Terry O'Quinn) finds Claire (Emilie de Ravin), but after she wakes up, she has no recollection of the crash, nor the other castaways, including Charlie himself. Later, Ethan (William Mapother) confronts Charlie, and threatens to kill one survivor each day until Claire is brought back to him. Taking the threat seriously, several of the castaways set up security measures and traps around the settlement to avoid Ethan carrying out his threat. Unfortunately, Ethan manages to slip through from the ocean and kills Scott (Dustin Watchman) during the night. Though hesitant at first, Jack (Matthew Fox) plans on using the guns from the Air Marshal's briefcase to set up a trap to capture Ethan, using Claire as bait. Charlie wishes to join him, but is turned down. Sayid (Naveen Andrews), Kate (Evangeline Lilly), Sawyer (Josh Holloway), Jack and Locke await an ambush for Ethan show himself and grab Claire. When he arrives, Jack manages to stop and eventually subdue Ethan. However, before they could interrogate him, Charlie takes Jack's gun and shoots Ethan dead. When questioned about why he killed Ethan, Charlie tells Jack that he "deserved to die." In the end, Claire remembers Charlie's imaginary peanut butter, visits him and tells him that she wants to trust him.