Osheroff is a multi-disciplinary performing artist who specializes in acting, teaching, devising, and mask making. As a performer, Osheroff has appeared in the National Tour of War Horse, as well as in Off-Broadway productions at The Public Theater and with The Acting Company. Regionally, he has performed at The Repertory Theater of St. Louis, The Weston Playhouse, Mettawee River Theater Company, Roust Theater, The Utah Shakespeare Festival, among others. Television credits include Law and Order, Blue Bloods, East New York, The Blacklist, and Quantico, as well as numerous national commercials and voiceovers.

Osheroff has served on the faculty of New York University, The University of Iowa, Marymount Manhattan College, The New York Film Academy, and The New York Conservatory of Dramatic Arts.

Osheroff is the recipient of three New York Innovative Theatre awards for his work as a devised theatrical mask artist (Direction, Choreography, and Design). He is a member of the National Alliance of Acting Teachers. Osheroff holds a BA in Theatre from Bates College and an MFA in Acting from the University of California, Irvine. He is a proud member of SAG/AFTRA and AEA.