Guest Stars Brett Cullen as James Susan Ruttan as Mrs. Ledsky Katelyn Pippy as Young Sherry Rose Abdoo as Mrs. Monk Daniel Riordan as Bartender Emma Degerstedt as Beth Grant Rosenmeyer as Young Adrian Monk Kevin G. Schmidt as Leo Shane Haboucha as Jimmy Donna Bullock as Sherry Judd Beau Dremann as Uniform Cop at Bar Karl T. Wright as Principal Thicket James C. Burns as Scary Biker Jeannie Epper as Gladys Christopher Gerse as Stork Corbin Bronson as Information Clerk David Hunt as Michael Norfleet Michael Dunn as George James E. Thompson as School Janitor Zoe Keller as Lily Brent King as Travis
