He currently serves as full-time Professor of Curatorial Studies and Practice at the Maryland Institute College of Art in Baltimore, Maryland, teaching in George Ciscle's groundbreaking Curatorial Practice MFA program. Additionally, he is a member of the Board of Trustees of The Contemporary, Baltimore's nomadic art museum, founded by Ciscle in 1989.

As an artist, Cudlin uses performance, cross-disciplinary collaboration, and parody to create opportunities for awkward encounters. He has created endurance-based performance pieces for the SUPERNOVA performance art festival (2013), the (e)merge art fair (2011), and in various art venues in and around Washington, D.C. and Baltimore.

As a critic, Cudlin has written for The Washington Post, The Washington City Paper, and Sculpture Magazine. In both 2009 and 2008, the Association of Alternative Newsweeklies recognized him with a First Place Altweekly Award for Arts Criticism in papers with circulations greater than 55,000.

s a curator, Cudlin worked with The Arlington Arts Center (AAC) from 2007 to 2011. During his tenure as Director of Exhibitions, Cudlin dramatically increased the profile of AAC exhibits, and organized challenging shows on topics like transhumanism, historical reenactments, and experimental geography. Cudlin is currently developing a curatorial project on afrofuturism that will open in D.C. in 2016.

Cudlin received his MFA from the University of Maryland, College Park, and his undergraduate degree in studio art from the University of Virginia.