As Emma helps Jack track down Jessie, Clark and Mason decide to use artifacts found in Jack's storage unit to throw a 90's party at Eddie's bar.
Jack's critical attitude towards Clark's lackluster work ethic causes management to take action against him, forcing him to say only positive things about Clark.
Krzysztof Penderecki, conductor; Henryk Wojnarowski, choir director (Nikolay Didenko, Agnieszka Rehlis & Johanna Rusanen; Warsaw Philharmonic Orchestra; Warsaw Philharmonic Choir) - Penderecki Conducts Penderecki, Volume 1 James Conlon, conductor; Joshua Guerrero, Christopher Maltman, Lucas Meachem, Patricia Racette, Lucy Schaufer & Guanqun Yu; Blanton Alspaugh, producer (LA Opera Orchestra; LA Opera Chorus) - Corigliano: The Ghosts Of Versailles Max Martin, Shellback & Justin Timberlake, songwriters (Justin Timberlake, Anna Kendrick, Gwen Stefani, James Corden, Zooey Deschanel, Walt Dohrn, Ron Funches, Caroline Hjelt, Aino Jawo, Christopher Mintz-Plasse & Kunal Nayyar), Track from: Trolls, “Can't Stop the Feeling!
Jack Gordon, a field reporter who has traveled the world to write stories for Outdoor Limits magazine, learns that the publication has gone to an online-only format.
He is asked to stay in the office and supervise a group of millennials who are well-versed in Web publishing but clueless about the outdoors.
Meanwhile, Clark, Emma and Mason argue over which of their three positions has leadership over the others.
After Jack meets blind date Rachel (Maggie Lawson) at the bar and gives the old "not looking for a commitment" speech, the two mutually agree to end things before they start.
Meanwhile, Brooke chooses Emma and Mason to find a new intern that meets the company's ethnic diversity standards.