I shouldn't be doing this just yet, but since I'm still thinking about it, I'll come up with a theory to square away what's going on here:
First, I'm just going to accept that at this point in my reading, this section is going to be more dream sequence than reality. It does more to develop character and describe relationships than it does to advance plot.
But I do have a guess about what might materially might be going on -- and I'm sure it will be revised later. There is something sort of mechanical about the Professional Conversationalist - it's like Hal is having a conversation with one of those online robots than can simulate conversations. Only he's speaking to one that is more technologically advanced than our own versions. Still, it seems to have the telltale word and information diarhea; and it doesn't quite know how to prioritize what it wants to say. It seems to cut and paste information its received in the past, stringing it together without a lot of finesse.
I'm guessing this might even be a futuristic simulation program of some kind. Since at this point I don't know enough about this world, I'm not sure how well this holds up.
I know I haven't said anything about the character development here.. but that sort of isn't the part that I'm really confused about. It's just the way DFW is conveying it that intrigues me.
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