Picking up approximately three years after the Season Six finale, Jess and Nick return from a European book tour for "The Pepperwood Chronicles". Schmidt and Cece celebrate their daughter, Ruth's, birthday with a party, where Jess runs into her ex, Russell. Meanwhile, Winston and Aly try to pick a pregnancy photo.
Over a drunken power lunch, Jess and Cece decide to stand up to Russell and demand Jess be given more responsibility in her new job. Meanwhile, Nick struggles to come up with ideas for a new book and Schmidt is desperate to get Ruth to sleep.
Nervous about Ruth's interview at a prestigious pre-school, Schmidt recruits Jess to help her prepare. Meanwhile, Nick procrastinates writing, and Winston prepares to confront his fear of testifying in court.