This cultural and institutional history explores the careers of men who served in Rome’s Office of Ceremonies during the papal court’s growth period (c.1466–1528), in order to understand how the smallest papal college stands as a model of early modern curial advancement. The experiences and textual contributions of three ceremonialists, Agostino Patrizi, Johann Burchard, and Paris de’ Grassi, show diverse strategies and origins, but similar concerns and achievements. In a period of heightened competition and increasing pressure for regularization and reform, the Office’s professionalization and their combined office-holding, networks, and textual production, reveal how early modern curialists got ahead. This study shows the complexity of successful advancement strategies that were cultivated over decades and stretched far beyond papal support.