The magazine's I.T. manager, Ricky, leaks office emails to get revenge for Jack for insulting him. ...

Brooke installs cubicles in the bullpen when Jack gets distracted by the millenials' behavior. ...

Aaron Wolf, a former co-worker of Jack's, returns to the magazine as a guest editor. ...

Eddie and Roland try to help Jack break his obsession habit when he fixated on his relationship with Rachel. ...

Jack regrets making Human Resources toss out a rule against dating in the office when he needs an excuse to break up with a co-worker. ...

When Emma quits after being turned down for a raise, Jack and Roland take over as the magazine's new social media directors. ...