At task in this dissertation are two forms of humor, comedy and irony, and their respective roles in the philosophical projects of G.W.F. Hegel and Friedrich Schlegel. By examining the role of these two forms of humor in the context of the philosophical projects of these two thinkers, we gain not only a fruitful point of entry into each thinker’s philosophical project on its own terms, but also an entry point that allows us to examine why their projects diverge so sharply from one another. Whereas Hegel provides his audience with a systematic progression of the arts that ultimately leads to art’s self-transcendence and the transition into thought, Schlegel’s reader is confronted with texts that are thoroughly fragmentary, open-ended, and wh...