In the series finale, feelings resurface between Jack and Brooke while they work together to help Clark finally hook up with Emma at the magazine's company retreat. Also: Roland accepts an opportunity to return to field reporting and asks Jack to lead the staff in his absence.
Jack plans a double date to get Eddie out of his funk, but the night turns awkward when they run into Eddie's ex-wife. Elsewhere: Emma decides to break up with her boyfriend and Clark ponders if he should make his move or save his friendship with Greg.
Jack watches the millennials' journalistic integrity slip away when they fall under the spell of his nemesis, Aaron Wolf, a former magazine staffer turned famous outdoor reality TV host who returns to guest edit the magazine.
Mason becomes famous for an investigative coup, but Jack grows jealous and tries to reassert his dominance. Also: Clark has trouble asking out Emma, so he gives her relationship advice about other guys instead.
Roland faces criticism from the leader of the Chicago Adventure Society, who accuses him of faking a story of the expedition that made his career, so Jack, Brooke and the millennials try to clear Roland's name.
Jack gives Clark tough love during a performance review, so HR forbids Jack from giving feedback. Also: Emma and Mason confront Brooke for being politically incorrect after they help try to add diversity to the intern staff.