This paper offers a perspective on the extent to which Shakespeare may be said to embody the ethos of modernity. It focuses, in particular, on the modern conceptualization of freedom and upon Shakespeare’s attitude towards this idea. Based on the writings of Michel Foucault and Stephen Greenblatt, I argue that modern freedom is best conceptualized as a limit-attitude in which limits, such as those associated with the term "human nature" are not denied, but are intensely focused upon in order that possibilities for transgression may emerge. On this view, limits have an ontological status, but it is a status which is purely contingent. Limits are not, therefore, absolute, and need not be submitted to. This modern view is not a denial of limits, but it, frequently, at least in the realm of aesthetics, veers into a longing for such a denial. I argue that Shakespeare sees more value in human limits than his modern interpreters, such as Greenblatt, have implied.