"I should have liked to produce a good book. It has not turned out that way"

Wittgenstein wrote in the Preface to the Investigations that he would have liked to write a good book, but it didn’t turn out that way. This may superficially seem to be false modesty, given that what he wrote is a masterpiece. This paper argues that it is not false modesty, and attempts to pin down various flaws in the book, some structural and others not. These include the opening quotation from Augustine, the thin character of language game 2, the rule following considerations, the private language arguments, and the poorly located, well-disguised and over-compressed discussion of the pictoriality of the proposition and critique of the picture theory of meaning in §§428–65.