In the season premiere, Chelsea mistakenly leaves a pile of papers lying around the office for Jiffy to find. Turns out, Jiffy has stumbled upon feedback that the network has retrieved from a focus group all about Chelsea's crew of misfits!
Jiffy's fellow writers believe that Hank, the studio's aging maintenance man, has a gay crush on Jiffy. Sarah doesn't like that Chris has jumped on the bandwagon to give himself a fake assistant. Chelsea enacts a specific punishment for Brad for being late to meetings. Heather uses a black doll in a baby's car seat to be able to drive to work in the carpool lane.
Heather thinks Chelsea's love life needs some spice, and Chris suggests she date someone in the "Chelsea Lately" production crew. See if Chelsea will make a love connection with crew member Andy. Plus, the staff is pranked by an unexpected masseur.
Chelsea asks Jiffy to work on a project ghost writing a book for her new dog, Jack. Ben Gleib comes to the conclusion that Chelsea wants to have sex with Jiffy, despite she knowing that Jiffy is married.
Kate Beckinsale insults Chelsea for her lack of physical fitness and Chelsea decides to dictate part of Kate's health regimen to her writing staff: a five day juice cleanse. Heather receives a largely inaudible angry voice message from Chelsea.
The writing staff is excited by the news that Ross will once again be hosting the show tomorrow. Chelsea does whatever she can to make her staff like her as much as they seem to like Ross.
Sarah goes on a date with T.J. Miller, who gets physical. Chelsea offers the staff a writers retreat in Cabo, which conflicts with Heather's schedule. She bumps the other event, but comes to regret it.
Chelsea comes face-to-face with the Kardashians; Sarah and Jen get into a fight; the gang avoids the voice over guy, Mike Rock.
