Guest Stars Lauren Lapkus as Agent Phoebe Donnegan Jonathan Silverman as Dave Andrew McCarthy as James Fitzpatrick Niko Nicotera as Gene Dave Theune as Eric Juliet Donenfeld as Young Annie Jessica Treska as Young Beth Cayden Boyd as Young Dean Ashley Bornancin as Louisa Co Starring Everleigh McDonell as Jane Boland Scarlett Abinante as Emma Boland Mason Shea Joyce as Danny Boland Antonimar Murphy as Mercedes Cherinda Kincherlow as Nurse Joseph H. Johnson Jr. as Evan Brett Maline as Brian Alfred Rubin Thompson as Detention Center Guard Troy Metcalf as Bank Manager