Guest Stars Peter Onorati as Stanley Pearson Gerald McRaney as Dr. Nathan "Dr. K" Katowski Milana Vayntrub as Sloane Sandburg Elizabeth Perkins as Janet Malone Janet Montgomery as Olivia Maine Denis O'Hare as Jessie John Rubinstein as Ron Schiller Co Starring Kiff VandenHeuvel as Young Dave Malone Laura Niemi as Marilyn Pearson Julia Cho as Jill Ava Castro as Young Rebecca Darren Barnet as Young Jack Floyd Van Buskirk as Jack's Boss Michael Albala as Dr. Schneider Char Sidney as Nurse #1 Suzanne Willard as Nurse #2 Tyler Wiseman as Waiter Nefetari Spencer as Nurse Duncan Bravo as Dr. Singh Jeffrey Muller as Doctor