Guest Stars Darby Camp as Chloe Mackenzie Cameron Crovetti as Josh Wright Chloe Coleman as Skye Carlson Nicholas Crovetti as Max Wright Ivy George as Amabella Klein Merrin Dungey as Detective Adrienne Quinlan Santiago Cabrera as Joseph Bachman P.J. Byrne as Principal Nippal Douglas Smith as Corey Brockfield Sarah Sokolovic as Tori Bachman Crystal Fox as Elizabeth Howard Tim True as Detective Walt Gibson Martin Donovan as Martin Howard Mykal-Michelle Harris as Young Bonnie Denis O'Hare as Ira Farber Khalilah Joi as Young Elizabeth Poorna Jagannathan as Katie Richmond Becky Ann Baker as Judge Marylin Ciprian Eliza Shin as Vice Principal Coolidge Travis Schuldt as Michael Something Feodor Chin as Kevin Bellina Logan as Mindy Paul Nygro as Kevin's Partner Deb Snyder as Marsha Mike Bradecich as Carl Swallow Benjamin Plessala as Brian Melinda Ratner as Esalen Wife Will Hawkes as Esalen Husband