This dissertation explores and defends the appeal to metaphysical naturalness in metaphilosophy. Naturalness is the gradable distinction between properties such as being green and being grue (i.e. green-and-discovered-before-3000-AD-or-blue-and-not-so-discovered), whereby one property seems like a “gerrymandered construction” relative to the other. This phenomenon is connected to other philosophically interesting phenomena such as fundamentality, similarity, simplicity, reference, and rationality, and these connections give naturalness a role to play in metaphilosophy, the philosophical subfield that investigates philosophy itself (methodological issues, the status of its disputes, etc.). In this dissertation, I defend first an account of n...