Season 2 · Episode 9 — Vacation

Matt tries not to develop a crush on a new colleague, and Christian buys a news network.

When Matt's old college buddy invites him to hang out, he's determined to prove he's still young and fun.

Jake tries to market makeup to men. Grace coaches Kate on how to talk to their male coworkers after John complains about her tone.

Matt's broken exclamation point key strains his relationship with John and Kate. Jake convinces Grace to help him get rid of the office dog.

Jake, Matt, John and Kate get grilled by a dogged Hampton DeVille accountant after eating an expensive dinner.

Things get out of hand fast when Hampton DeVille starts tracking when people leave their desks.

Matt and Jake get up to mischief while working on Labor Day, until they discover they are not the only ones in the office.

When a national tragedy happens, everyone in the office competes to see who has the most incisive and heartfelt social media post.

Hampton DeVille goes all in while marketing end-of-the-world preparedness, leading Matt to quit and Jake to take on a secret project.