Guest Stars Andrea Savage as Dawn Hangii Kris Kristofferson as Jimmy Wood Tom Kane voices Narrator Co Starring Jillian Murray as Ms. Berndhardt Joshua Leonard as Young Jimmy Wood Abby Walker as Aja Caitlin Thompson as Student #1 Benjamin Patterson as Navaris Hannah Leder Werntz as Psychic Suzanne Sena as Wedding Guest Lauren McKnight as Ruthie Gina-Raye Carter as Mother with Baby Elizabeth Sandy as Student #2 Eugene Michael Santiago as Man with Dreadlocks Kendra Andrews as Female Cop Will Lancaster as Young Logan Wood Leah Ford as Sarah Wood Whitney Hice as Yoga Woman #1 Jennifer Elizabeth as Yoga Woman #2 Madeleine Wade as Yoga Woman #3 Monika Tilling as Cocktail Waitress Amber Willis as Customer