Special Guest Stars Ron Cephas Jones as William Hill Guest Stars Peter Onorati as Stanley Pearson Yetide Badaki as Chi Chi Rob Morgan as Solomon Brown Charlie Robinson as Don Robinson Sumalee Montano as Dr. Gail Jasper Hunter Parrish as Alan Jane Kaczmarek as Mrs. Philips John Billingsley as Bill Weston Jim Meskimen as Mr. Philips Co Starring Kiff VandenHeuvel as Young Dave Malone Laura Niemi as Marilyn Pearson Kya Kruse as Young Rebecca Malone Ava Castro as Young Rebecca Drew Olivia Tillman as Sky Danielle Langlois as Young Janet Malone Becky Wu as Janice Jennifer Neala Page as Nurse Terry Gross as Herself Eddie Conna as Mr. Thompson Adrian Snow as Surgery Nurse