Jack attempts to talk down Leonard Steinberg, a gambling addict seriously in debt, threatens to jump off the roof of Wharton Memorial. Later, Jack heads to court in order to testify on behalf of a mentally incapable patient who is charged with manslaughter by a high-profile attorney who has never lost a case, Marcie Crane. Jack's expertise will be tested when the case turns out to be much more complicated than originally thought. Meanwhile, Jack and the team show up for a poker game after work, where sparks fly between Rylan and Veronica.