Special Guest Stars Taye Diggs as Jackson Duper Guest Stars Regina Hall as Corretta Lipp Jill Clayburgh as Jeannie McBeal Alexandra Holden as Jane Wilco Gail O'Grady as Helena Fisher Elena Lyons as Nicole Stanley Anderson as Judge Walter McDonald Mark Tymchyshyn as Attorney Henson Lyne Co Starring Dennis Bailey as Dr. Harrod John O'Brien as Waiter Derek Anthony as Clerk Earl K. Kim as Assistant Surgeon Laura Michelle Smith as Nurse