The second season expands its vision outside the workplace and has great fun lacerating the angst of the grumpy old millennial.

Hampton DeVille attempts to rewrite the finale of a fan-favorite series, and Jake learns a disturbing truth about a beloved children's show.

Matt grows increasingly worried about Jake's bleak outlook on life, and Hampton DeVille brainstorms a new company logo.

As the employees of Hampton DeVille gossip and take passive-aggressive approaches to workplace conflicts, they create unlikely bonds and new...

Jake learns the importance of a five-star rating, John desperately seeks Matt's approval, and Grace attempts to come out of her shell.

While on a business trip, Jake enjoys the pleasures of a hotel, Matt faces his frugal fears, and they both learn a lesson from a fellow traveler.

John and Kate make a shocking power grab, Christian feels the wrath of a disgruntled former employee, and Jake and Matt try to climb the corporate...