Guest Stars Jon Huertas as Miguel Rivas Milana Vayntrub as Sloane Sandburg Janet Montgomery as Olivia Maine Ryan Michelle Bathe as Yvette Molly Hagan as Grace Pendergrass Jami Gertz as Marin Rosenthal 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 Jill Remez as Ms. Gathier Kevin Fabian as Mr. Morrison Toni Christopher as Mandy Ariana Vail as Jemma Uncredited John Rubinstein as Ron Schiller