Guest Stars Ted McGinley as Derek Devin Kawaoka as Charlie Lily Rabe as Meg Lilan Bowden as Tia Laird Wendie Malick as Dr. Julie Baram Brian Howe as Kip Neil Flynn as Raymond Co Starring Sawyer Jones as Mason Adam Foster Ballard as Nico Matt Knudsen as Steven Kenajuan Bentley as Tim Ryan Caltagirone as Dave Kyrsten V. Williams as Lisa Rey Goyos as Jimmy's Patient