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