Guest Stars Eris Baker as Tess Pearson Faithe Herman as Annie Pearson Lonnie Chavis as Young Randall Pearson Jermel Nakia as Young William Amanda Warren as Dorothy Hill Brian Tyree Henry as Ricky Co Starring Jennifer C. Holmes as Laurel Peter James Smith as Dr. Hugh Lang Felice Heather Monteith as Woman Cousin Harrison White as Man Marcus T. Thomas as Young Black Man Lee Simpson as Waiter Andrew Tinpo Lee as Dr. Lee