James Spader Alan Shore Actor John Larroquette Carl Sack Actor Christian Clemenson Jerry Espenson Actor Gary Anthony Williams Clarence Actor Tara Summers Katie Lloyd Actor Saffron Burrows Lorraine Weller Actor Candice Bergen Shirley Schmidt Actor William Shatner Denny Crane Actor Mark Valley Brad Chase Guest Star Shelley Berman Judge Robert Sanders Guest Star Craig muMs Grant Joseph Washington Guest Star Obba Babatundé Dr. Victor Rivers Guest Star Yvette Nicole Brown Doris Thumper Guest Star Bellamy Young Cynthia Nichols Guest Star Jill Brennan Gracie Jane Guest Star Gail O'Grady Judge Gloria Weldon Guest Star Rob Brownstein Dr. Timothy Wood Guest Star Robert Clotworthy Zachary West Guest Star David E. Kelley Executive Producer, Writer Bill D'Elia Executive Producer, Director