A laugh-at-itself, satirical look at the late-night TV landscape, set behind the scenes of the fictitious talk show Nightcap With Jimmy.
Celebrity publicist Malik needs to find a surrogate for her clients Kelly Ripa and Mark Consuelos; Sarah Jessica Parker revisits an old connection with Staci; Bravo's Andy Cohen stops by to promote his unusual new musical game show.
Gwyneth Paltrow turns out to be a serial thief; Paltrow has a confrontation with fellow guest Jim Norton; Jimmy's dog, Monty, moves into the office; interior decorator Nate Berkus comes to design an office suitable for late-night dog royalty.
A lice outbreak forces the whole staff to be treated, causing Whoopi Goldberg to draw the wrong conclusion about the staff members' treatment hairstyles; booked guest Denis Leary calls in sick, but Staci isn't having it.
Staci tries to convince a reluctant Michael J. Fox to allow himself to be shot out of a cannon on the show; Jim Gaffigan does everything in his power to hawk his new energy drink, EnerrJesus, on "Nightcap."
Todd tries to persuade Debra Messing to make a video in character as Grace; Tim Gunn pops by the studio claiming Jimmy asked him to make an appearance; Randy and Marcus are excited to pitch their new invention to "Shark Tank's" Mark Cuban.
Everyone is excited to see actor Jason Biggs again, but it turns out he's become a completely different person since the last time he was on the show; actress Beth Stern brings kittens that are available for adoption, then one goes missing.
Staci tries to convince transgender celebrity GiGi Gorgeous to go on a date with Jimmy; Ana pitches her makeup line and wants Stephanie March to be her new spokesperson; Janeane Garofalo is dismayed by Jimmy's sexist sketch.
Chef Mario Batali tries to aid Staci as she struggles through a horrible bout of irritable bowel syndrome; journalist George Stephanopoulos schools Penny on ISIS, an organization she believes is trying to recruit her.
Jimmy starts a GoFundMe campaign to make a biographical film, and Staci's job is to convince actor Paul Rudd to play "Jimmy" in the film; Wendy Williams bonds with an unlikely person over her wig collection.
Staci seriously considers leaving "Nightcap;" actress Mariska Hargitay agrees to be eaten by an anaconda on air; Todd directs his first shoot starring actress Rosie Perez, until film director Joel Schumacher intervenes.
