Guest Stars Patrick Fischler as Gary Beinhart Molly Hagan as Elizabeth Hennings Bess Rous as Emma Cordry John O'Hurley as Buddy Hennings Samantha Esteban as Monica Suarez Chris Marrs as Kip Roberts Co Starring Chelsea Rendon as Girl Ace Gibson as Michael Briana Barran as Shana Mitch Poulos as Manager Sara Maraffino as Rosie Dunlap Amy Motta as Missy Roberts Mina Joo as Receptionist