Robert Goff at Lawrence Weschler’s Wondercabinet:
Now we may return briefly to the philosophy of Wittgenstein. If this seems a radical change of subject, an abrupt passage from the familiarity of comedy to the strangeness of technical philosophy, then it may be hoped that such an experience of difference may itself become important. Instead of connecting Keaton to Wittgenstein in some difficult conceptual fashion, I would be happy {great exact use of the word!} simply to convey the impression that in the same way as Keaton may be profound, Wittgenstein may be enjoyable. The relation between them could turn out to be something more interesting than the necessity to choose between comedy and philosophy.
Although Wittgenstein once said it would be possible to have a significant philosophical work composed entirely of jokes, almost no one writing about his philosophy has found humor there. He is generally taken to be difficult, technical, obscure, and not funny. It is an uneasy reputation for someone whose thought keeps returning to a comparison between language and game play.
more here.