This chapter focuses on the relationships between politics, justice, and the media. Italian politics has had an unusual interaction with the justice system, channeled and amplified by the media over the last 20 years or so. In particular, this chapter analyzes the Supreme Court of Cassation's ruling that convicted Silvio Berlusconi for tax fraud. The interpretation of this event is framed in a broader context, namely, the system of inter-institutional accountability of the Italian political system as it has been transformed during the last two decades. Particular attention is devoted to the weaknesses within this system that seem to allow room to maneuver for those institutions charged with oversight, among which courts are of the utmost importance.