This study demonstrates how those philosophical engagements sparked Romanticism's rise and eventual flourishing as US writers increasingly embraced Romantic literary modes emphasizing the imagination's capacity for creative synthesis and the role it plays in shoring up the habits of mind and feeling that are vital to a meaningful democratic culture. It offers revisionary readings of works by Charles Brockden Brown, Robert Montgomery Bird, James Fenimore Cooper, Harriet Beecher Stowe, Frederick Douglass, and Nathaniel Hawthorne to show how these Romantic writers were preoccupied with how individuals come to embrace their deepest convictions and what happens when they encounter others who see the world differently.