 's "Rome & Jewel", a modern update of William Shakespeare's "Romeo and Juliet", he played the role of Tybalt.He has also guest starred on Showtime's "Nurse Jackie", HBO's, "How to Make It in America", and "".In 2008, Siff wrote and starred in, "The Nothing Boys", a critically acclaimed semi-autobiographical play about a young man who returns home to his high school for his 10-year reunion only to find one other student in attendance.