Guest Stars Milana Vayntrub as Sloane Sandburg Janet Montgomery as Olivia Maine Ryan Michelle Bathe as Yvette Natalia Cigliuti as Josie Woods Co Starring Eris Baker as Tess Pearson Faithe Herman as Annie Pearson Lonnie Chavis as Young Randall Pearson Mackenzie Hancsicsak as Young Kate Pearson Parker Bates as Young Kevin Pearson Ava DeVoe as Samantha Ozzie Rodriguez as Tony Meyer Grace Hosman as Vicky Patrice Marjorie Melaku as Passerby Caspian Diament as Young Prince Geraldine Uy as Casting Director Laura Wernette as Neighbor Lady Uncredited John Rubinstein as Ron Schiller Wesley Sellick as Sean Patrick
