Henry and Eliza discover that their most valuable office relationship might be their own after Saperstein mandates his employees to work on their interpersonal connectivity.

For his fortieth birthday, Henry requests that Eliza find him a meaningful gift, but when she buys him tickets to see his favorite band, it creates tension between Henry and Julia, the woman he’s seeing.

When Eliza confesses her feelings to Henry, he avoids the subject by focusing on the company's annual karaoke party.

When Henry doesn't reciprocate Eliza's romantic feelings, a cold war develops between the two.

When Eliza's long lost sister Bethany arrives for a visit, she brings along unresolved issues. Meanwhile, Henry and Freddy's feud comes to a head.