Guest Stars Douglas Smith as Young Man Sam Jaeger as Richard Maddie Corman as Phyllis Carrie Preston as Sally Gearheart David Hyde Pierce as Dr. Jones Caitlin Gerard as Jean Whoopi Goldberg as Pat Norman Rosie O'Donnell as Del Martin Justin Sams as Sylvester Nick Eversman as Scott Remple Denis O'Hare as Jim Foster Julian Works as Tomi Charlie Carver as Michael Michael DeLorenzo as Jose Sarria Tyler Young as Matt