Karen Skloss Director Olivia Grace Applegate Lucy Actor Louis Hunter JD Actor Dora Madison Laila Actor Liam Aiken Sinclair Actor Katie Folger Annie Actor, Screenwriter, Executive Producer, Executive Producer, Executive Producer Mackenzie Astin Dr. Meyer Actor Will Brittain Jake Actor Samuel Davis Sheldon Actor Jonny Mars Roosevelt Actor Josephine McAdam Shanti Actor Christina Parrish Zoe Actor Michael Eric Reid Jesse Actor Jay Tonne Jr. Screenwriter Louis Black Executive Producer Morgan Coy Executive Producer Nicolas Gonda Executive Producer David Hartstein Producer Mathias Grunsky Cinematographer Nazanin Shirazi Production Design Diz Jeppe Art Director