I'm under the impression that the game of horse happened before he tells Jack that someone is coming to visit him. Hurley sees Charlie in the mini mart, car chase, goes to mental inst. Jack comes to visit him, plays bball, mentions that he was thinking about growing a beard. Then he ends up living with Kate and going to visit Hurley and being warned about his own visitor coming and that he "isn't supposed to raise him". Jack seemed completely normal at both visits. Normal as in not depressed and addicted to drugs.
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