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.

When Reagan returns home from a work trip, Jess is concerned that she has been spending too much time being Nick's "girlfriend." Meanwhile, Schmidt and Cece obsess over security in their new home and Aly reveals an embarrassing secret to Winston.