Targeted sanctions have been extensively used by states throughout history to achieve political objectives. This article examines the European Union’s and United States’ targeted sanctions against the Zimbabwean regime, which have been in place for several years. The central thesis of the article is that the sanctions are not effective and thus have failed to achieve the political objectives of both the European Union and the United States. Numerous violations of the travel ban and the financial restrictions have undermined the general effectiveness of the sanctions. A detailed analysis of each individual measure empirically supports the argument that the ineffectiveness of the sanctions has negatively influenced the achievement of the political objectives. In addition, by taking a closer look at Risa Brooks’ theory and discussing it in regards to the Zimbabwean sanctions, attention is drawn to the question of how to target authoritarian regimes.