Guest Stars Katie Douglas as Naomi Malick August Winter as Jess Geller Grace Lynn Kung as Annie Chung Lola Flanery as Cambie Charlotte Sullivan as Nicole Mitchell Scott Cavalheiro as Craig Hull Elizabeth Saunders as Frances Thorp Rachael Ancheril as Lucy Oliviera Brian Tree as Robert Maggie Huculak as Martha Colin Fox as Father O'Connell Walter Borden as Glen Linette Doherty as Gail Rahimi Leah Doz as Alice