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 Ade Otukoya as Henry "Box" Brown Teddy Bergman as Minister Jibz Cameron as Sanford Robinson Gifford Co Starring Erin Gerasimovich as Anna Neville Lee as Clara Max Chernin as Samuel Strong