He portrayed a special agent in Kaplan's adaptation of 's psychological drama 1996 ; the latter — a set in 1950s America — co-stars and The 2000s saw Rossi in a variety of roles: having exhibited a natural talent for comedy in Analyze This, he took a supporting role in the comedy One Night at McCool's 2001 in which he shared the screen with , , , and ; the same year he accepted a role in the mobster thriller 2001 co-starring with , , , and Chazz Palminteri.
The Week February 11, 2011.
Leo in January 2006 Leo appeared in supporting roles throughout the 2000s including the film , the independent film , both in 2005, and a minor role in the comedy.
She also had several appearances on television, most notably her role as on until 1997.
She attended in , and studied acting at in London and , but did not graduate, choosing to leave school and move to New York City to begin auditioning for acting jobs.
In 2013, she won a Primetime Emmy Award for her guest role on the television series.