Guest Stars Theo Stockman as Jacob Cricket Brown as Chloe Morgan Troy Iwata as Damian Saito Steven Boyer as Matthew Peter Jacobson as Robert Paltrow Jake Levy as Aaron Ceci Fernandez as Vanessa Arnie Burton as Teacher Leon Addison Brown as Judge Co Starring Shanti Ashanti as Adi Bianca Norwood as Ryan Carolyn Baeumler as Rebekah's Mom David Ebert as WeWork Exec 1 / Jeff Winitsky Angela Wong Carbone as Lucy Kim Fischer as Mark Kenneth De Abrew as Scene Partner Trevor James Berger as Keith Paltrow Jaiden Klein as Tween Rebekah Gaelen Gilliland as Bank Teller Sofia Dobrushin as Andrea Wonu Ogunfowora as H.R. Onboarding Assistant
