Kiss Toledo Goodbye

Kiss Toledo Goodbye is a 1999 independent comedythriller film directed by Lyndon Chubbuck. Film stars Michael Rapaport, Christopher Walken, Robert Forster, Nancy Allen and Christine Taylor. Rapaport plays a young man who suddenly learns that the biological father he knew nothing about is a crime lord. Upon witnessing his fathers death, he is expected to join forces with his new family and is challenged to prove himself.

Source: Wikipedia