While attention to the “vanishing trial” occupies scholarly attention, empirical work on civil appeals remains comparatively underdeveloped. Whatever is known about the small world of civil appeals is dominated by a focus on traditional appeals; that is, appeals initiated by the party who lost at trial. Comparatively far less is known about the much smaller number of prevailing-party appeals. Exploiting data from one of the largest collections of data on civil litigation in the United States, this chapter explores and describes the general empirical contours of prevailing-party civil appeals. One striking finding involves the asymmetrical distribution of prevailing-party appeals’ success. While traditional appeals favor of defendant-appellants prevailing-party appeals, by contrast, favor plaintiff-appellants. In terms of success with disrupting unfavorable trial court rulings, prevailing-party appeals succeeded at a rate that surpasses the success rate for traditional appeals. The core descriptive findings persist in an array of regression models of the decision to initiate a prevailing-party appeal as well as its success. While results in this study identify important aspects of prevailing-party appeals, particularly their asymmetric distribution of success, data limitations preclude a nuanced assessment of the competing theoretical interpretations of these findings.