The famous French poet and translator of Shakespeare, Yves Bonnefoy, considered Hamlet’s saying “The readiness is all” as the major key to the interpretation of the eponymous play. The same expression, with an important variant, was quoted by Sigmund Freud in his crucial letter of September 1897 to Wilhelm Fliess, in which he announces a dramatic change in his theory. The present chapter muses with the polysemy of “readiness” to show how Hamlet, commented by Bonnefoy, illuminates Freud’s invention of the psychoanalytic method. The method could indeed be described as a mix of readiness and preparedness. But, close as they are to each other, the two terms refer in fact to two contrasting psychoanalytic stances, with preparedness offering the stable framework inside which transference can safely develop, while the readiness procures, in both analyst and patient, the availability for a measure of madness to be deployed within the transference. Readiness and preparedness have also other resonances in Freud’s theory. It is therefore tempting to vary another famous quote from Hamlet and state that, when it comes to psychoanalysis, “there is (a measure of necessary) madness in such method.”