Jess and Cece jump on the campaign trail and make a bet with a disbelieving Schmidt that they can recruit voters for the upcoming Presidential election. Meanwhile, Winston teaches Nick about modern phone sex.

When Jess is served a restraining order by her ex-boyfriend, Sam, she sets out to clear her name with Winstons help. Nick and Schmidt plot against the owner of a trendy new bar that opened on their street.

It's Thanksgiving and Jess and the gang are determined to make this year's festivities a success. However, things don't go according to plan when Robby surprisingly shows up and Schmidt's dad arrives heartbroken. Meanwhile, Nick finds out that Regan is postponing her move-in date and Winston deals with his "heroic" injury.

In order to land the soon-to-be open principal's position at her school, Jess must impress the disapproving president of the Parents' Council. Winston puts his undercover skills to the test and Nick struggles to come up with the perfect wedding gift for Schmidt and Cece.

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.

Jess must occupy Schmidt while Cece goes on a date with Coach; Nick and Winston search for Ferguson.

When Jess gets nervous about starting her new position as principal, Nick and Schmidt decide to take her on a relaxing day trip to Solvang, which quickly goes "sideways." Meanwhile, with Cece's help, Winston tries to finalize his divorce from Rhonda, but finds that he and Aly are caught in a series of never-ending pranks.

After Jess announces that she is ready to date again, Schmidt pushes her to give her workout partner, Robby, a fighting chance. Then, when Cece hires a hunky new bartender, Nick struggles to understand male beauty, while Winston's newfound confidence makes him irresistible.

When Jess worries that she may not be a cool enough principal, she recruits Nick and "The Pepperwood Chronicles" to help make her popular with the students. Meanwhile, Schmidt hires an eager and overly-aggressive new assistant and Winston realizes that Furguson may be two-timing him.

Jess gets jealous when Winston joins her troubled-youth handbell quartet and instantly becomes a natural. Meanwhile Nick and Schmidt engage in class warfare when the toilet breaks and they each have their own idea of how to get it fixed.

When Nick's con-man father suddenly reappears, Jess tries her best to fix the two men's relationship, despite Nick's fears that he's being used in another one of his dad's gambling schemes. Meanwhile, Schmidt teams up with Robby to try to win back Cece.

Coach visits the apartment to spend a "guys night out" with the guys, after breaking up with his girlfriend. Nick going to a strip club with the guys, and telling her that they haven't had a conversation about whether or not they're boyfriend/girlfriend or are exclusive, upsets Jess to the point that she has "girls night out" with Cece at the bar.

When Jess has to make a quick decision about her career, her friends all recall how they ended up at their jobs.

Jess panics when her sister, Abby decides to stay in Los Angeles and sets her eyes on one of the loftmates. Meanwhile, Winston procrastinates about checking his test results for the LAPD entrance exam

Jumping back into the dating pool, Jess finds herself dating a dud (guest star Taran Killam), but falls in love with his perfect parents (guest stars Henry Winkler and Julie Haggerty). Meanwhile, Nick (Jake Johnson) and Schmidt have very different ideas about how to run the bar.

Jess applies for a job at a progressive new school, but things take a turn when she finds out the principal is dating her ex-boyfriend, Sam. Meanwhile, Nick gets a cold and Schmidt quarantines the roommates to prevent himself from getting sick before his big presentation.

Jess races to make alterations to Cece’s bridal dress, while Schmidt tries to keep his “wedding workshop” a secret at work, and Nick struggles to ask Reagan to be his date to the nuptials. Meanwhile, Winston and Aly try to keep their relationship on the down-low at work.

Jess and the gang head to New York, where Schmidt believes he is being honored at his high school. Jess meets Det. Jake Peralta and helps him on a case, which leads her to Brooklyn’s 99th Precinct and a fateful encounter with Gina Linetti and Capt. Raymond Holt. Meanwhile, Nick and Winston scramble to make subway fare, while trying to impress Det. Charles Boyle, and Cece faces off with her new mother-in-law. The crossover starts on Brooklyn Nine-Nine S04E04 The Night Shift (I).

Schmidt enlists Nick to help him earn the respect of his difficult house contractor. Meanwhile, as Jess and Robby test the limits of their ability to be in a casual relationship, Winston and Cece debate the pros and cons of not being single.

When Jess insists on covering Robby's medical bill, she is stunned after finding out the total and goes to extremes to find a way to help pay. With Schmidt and Winston's help, Cece attempts to get her new modeling agency off the ground (and out of the loft), but is discouraged when her first client is inspired to change career paths. Meanwhile, Reagan puts off reading Nick's new novel.

As Jess tries to find a new vice principal, she discovers that she has a real problem when it comes to making decisions. Meanwhile, Cece enlists Jess and Reagan to help her recruit new models, and the guys are in for a surprise when they enjoy a day at the spa.

While on a day hike, Jess and Robby discover something unexpected about their relationship. Also, Winston throws a surprise welcome home party for Aly. Meanwhile, Schmidt and Cece fail to impress their new neighbors.

The gang gathers for a one-year memorial service for a beloved friend. Meanwhile, Jess discovers Coach owes Nick a large sum of money.

Nick becomes irresponsible with the money from his late father's estate, so Jess uses some of the money to pay Nick's unpaid bills, behind his back. With Nick's improved financial situation, Winston feels its finally time to ask Nick for the money he owes him.

An overabundance of Chinese food take-out menus left at the loft’s front door is the catalyst for an interconnected series of adventures for Jess and the guys.