In pursuing how fourteenth-century English texts engage with philosophical, intellectual, and theological questions, the work of Denise N. Baker has powerfully shaped the field of medieval studies. This collection honors Baker’s legacy as a scholar and teacher by taking a fresh approach to the most salient literary, mystical, and devotional works written in late medieval England. The contributors examine a variety of foundational texts ranging from Piers Plowman and The Canterbury Tales to The Cloud of Unknowing and Julian of Norwich’s Showings. Their analyses offer new insights into medieval literature and culture by examining the intricacies of vice and virtue, the connections between gender and literary form, and the ethical potential of social formations. Additionally, the volume attests to the wider influence of fourteenth-century literature. Not only do the contributors explore how medieval writers make their own claims of memorialization, but they also analyze later iterations of Middle English writing in the context of nineteenth- and twentieth-century print culture. Featuring chapters by both early scholars and those at the later stages of their careers, this volume celebrates the impact of Baker’s scholarship over the past four decades. At the same time, this book offers an incisive inquiry into many of the most debated issues and texts in studies of late medieval England.