Guest Stars Chinaza Uche as Henry Sophie Zucker as Abby Allegra Heart as Abiah Kevin Yee as Toshiaki Gus Birney as Jane Humphreys Finn Jones as Samuel Bowles Pico Alexander as Henry "Ship" Shipley Ayo Edebiri as Hattie Teddy Bergman as Minister Ade Otukoya as Henry "Box" Brown Jibz Cameron as Sanford Robinson Gifford Co Starring Erin Gerasimovich as Anna Neville Lee as Clara Max Chernin as Samuel Strong