[7][8] He was active in the school's theater program, acting in the plays Antigone and Rumors and directing an excerpt from No Exit.
[9] As of September 2023[update], Sessa is a student at the Carnegie Mellon School of Drama.
[10] In 2021, Sessa was discovered by casting director Susan Shopmaker, who offered Deerfield Academy students a chance to audition for the Alexander Payne-directed film The Holdovers since the film was using the academy as a shooting location.
[3] On casting Sessa, Payne said: "He is a remarkably talented young actor ... (he) instinctively understood how to access his own life experience for an emotionally intelligent performance ...
"[13] Sessa will next appear in Tow, directed by Stephanie Laing and starring Rose Byrne,[14] as well as Oh.