Craig Johnson Director, Screenwriter Daniel Doheny Alex Truelove Actor Madeline Weinstein Claire Actor Antonio Marziale Elliott Actor Joanna P. Adler Holly Truelove Actor William Ragsdale Ron Truelove Actor Isabella Amara Gretchen Actor Ayden Mayeri Hillary Actor Nik Dodani Blake Actor Annie Q. Riegel Sophie Hicks Actor Daniel Zolghadri Dell Actor David Fierro Mr. Farber Actor Sophie Faulkenberry Sierra Actor Jesse James Keitel Sidney Actor Fred Hechinger Josh Actor Dante Costabile Dakota Actor Jared Goldman Producer Ben Stiller Producer Nicholas Weinstock Producer Nathan Larson Music Hillary Spera Cinematographer Jennifer Lee Film Editing Richard Hicks Casting David Rubin Casting Wynn Thomas Production Design Christopher Minard Art Director Lauren DeTitta Set Decoration David Robinson Costume Design