In what follows I shall attempt to explain why Hegel includes an account of modern, or Romantic irony in the Philosophy of Right, even though a discussion of this type of irony might be thought to belong more properly to the realm of aesthetics than to a work which deals with ethical and political issues. I shall identify two main reasons for the inclusion of modern irony in the Philosophy of Right. The first reason is a fairly obvious one, and I shall therefore not spend much time on it. The second reason is, however, far less obvious, since it concerns a problem with modern irony which Hegel does not make explicit in his brief account of modern irony in the Philosophy of Right. I shall nevertheless argue that Hegel elsewhere provides us with the resources that are needed for identifying this problem with modern irony. We shall see that the problem in question is one that serves to undermine the modern ironist's claim to be absolutely free, thus showing the need for an alternative account of freedom, such as Hegel's theory of ethical life (Sittlichkeit), which in the Philosophy of Right directly follows his remarks on modern irony.