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Just from watching it and not looking at the screencaps or anything else I also assumed that the events in this episode were durning a time sometime after the trial, after Hurley visted Sun and Hurley was admitted to Santa Rosa and talked to Charlie the frist time.. I also assumed that it was before Jack and Kate meet at the airport..

I thought through the writing they made it clear. Jack and Kate make a comment that she is glad he changed his mind after the trial. Hurley has been talking to Charlie for a bit of time now more than once. Hurley even said to Jack in this episode I thought you didn't want to be around them. Jack's response I changed my mind after the trial.

The biggest reason though is the fact we are getting to see Jack downward spiral to the Jack we saw in Though the Looking Glass. Jack asks Dr. Erica for a prescription, we see him drinking heavily at the end, Now Jack has also seen his father 2 times in this episode which could shed some light ask to why In the Looking Glass he made the comment to bring his father down and if he is more drunk that he is he will go home..