DiGiovanna received his PhD from the State University of New York at Stony Brook in 2001. His doctoral thesis, Ethics and Aesthetics of Self-Creation, is an exploration of the idea, in Pico, Milton, Blake, Kierkegaard and Nietzsche, that humans are tasked with creating themselves.

DiGiovanna co-wrote, directed, and produced the film A Forked World (2004) together with Carey Burtt,, in addition to several other collaborations. In his blog The Daily Dish, Andrew Sullivan described their parody of a political attack ad on Immanuel Kant as "hilarious."

Currently, DiGiovanna teaches at Stony Brook's Manhattan graduate program in Philosophy of Art, and is working on the question of the creation of worlds in art and the effect of neural interface technologies and mechanical prostheses on identity and self realization.

His writing, which appears regularly in the Tucson Weekly, includes an article in High Noon On The Electronic Frontier (MIT Press) and a story in 20 X 18 (Cooper Union Press).