Will and Jillian, a young couple recently out of college, are struggling to adjust to the harsh realities of the working world. Both are attempting to establish their careers, but face numerous setbacks. Will gets a position at an uptight and demanding corporate video production company, while Jillian unexpectedly loses her job in social work. As Will navigates the eccentricities of his new workplace and faces constant pressure from his father to assert himself, Jillian's job search grows increasingly desperate. Their relationship is tested as they deal with financial instability and the impact of their professional woes on their personal lives.

Meanwhile, their close-knit group of friends also grapples with the job market. Ethan endures an unpaid internship that leaves him disillusioned, Charlie attempts various schemes to avoid conventional employment, and Luke finds himself stuck in a cycle of temporary jobs. All are trying to find their footing in a landscape filled with absurdity and frustration. As these friends try to support each other through misadventures and setbacks, they gradually realize that the journey to finding meaningful work and true adult independence is far more complicated and unpredictable than they anticipated.