Ankle fractures are among the most common fractures encountered by orthopaedic surgeons and, in the setting of tibiotalar instability, are usually treated surgically. Although orthopaedic surgeons from diverse educational backgrounds often feel comfortable treating such fractures, many controversies and clinical challenges remain. A detailed understanding of the unique issues presented by each patient as well as the best available treatments are required to optimize outcome. Given the unforgiving soft-tissue envelope and the particular importance of both precise reduction and absolute stability, poorly conceived and executed surgery will predictably end in compromised patient outcomes. The purpose of this manuscript is to update practicing surgeons on the best strategies for improving patient outcome after ankle fracture. The focus will be on some of the more nuanced, controversial, and complex ankle fracture-related topics, both in terms of decision making and technical execution. These will include the optimal management of posterior malleolus fractures and syndesmosis injuries as well as the best strategies to minimizing risks in poor hosts such as diabetics, obese patients, and the frail elderly. We will also provide a framework with which surgeons can approach the salvage of patients in whom the initial management has failed.