Infinite Jest

by David Foster Wallace

The wraith feels along his long jaw and says he spent the whole sober last ninety days of his animate life working tirelessly to contrive a medium via which he and the muted son could simply converse. To concoct something the gifted boy couldn’t simply master and move on from to a new plateau. Something the boy would love enough to induce him to open his mouth and come out—even if it was only to ask for more. Games hadn’t done it, professionals hadn’t done it, impersonation of professionals hadn’t done it. His last resort: entertainment. Make something so bloody compelling it would reverse thrust on a young self’s fall into the womb of solipsism, anhedonia, death in life. A magically entertaining toy to dangle at the infant still somewhere alive in the boy, to make its eyes light and toothless mouth open unconsciously, to laugh. To bring him ‘out of himself,’ as they say. The womb could be used both ways. A way to say I AM SO VERY, VERY SORRY and have it heard. A life-long dream. The scholars and Foundations and disseminators never saw that his most serious wish was: to entertain.

Another hugely significant passage, and if we consider Hal as representative of a generation and this whole book as a critique of postmodernism's poisonous effect on communication and empathy I think we'll arrive at the real main point.