James Spader Alan Shore Actor John Larroquette Carl Sack Actor Christian Clemenson Jerry Espenson Actor Tara Summers Katie Lloyd Actor Candice Bergen Shirley Schmidt Actor William Shatner Denny Crane Actor Meredith Eaton Bethany Horowitz Guest Star William Daniels Judge Milton Brody Guest Star Wendy Gazelle Maureen Rhodes Guest Star Paul Collins Lance Buttram Guest Star Ally Walker Phoebe Prentice Guest Star Peter Gray Lewis Dr. Christie Guest Star Christine Scott Bennett Woman Guest Star Takayo Fischer Clerk Guest Star Brian Hatton Foreman Guest Star David E. Kelley Executive Producer, Writer Bill D'Elia Executive Producer, Director