An aging Brooklyn hipster poised to inherit his father's estate begins to push the boundaries of acceptable social behavior while growing increasingly indifferent about the world and his role in it. Swanson (Tim Heidecker) has been spoiled since childhood. Safely nestled in a protective bubble of privilege since he was young, he passes the days by being impulsively irreverent with his three best friends (Eric Wareheim, James Murphy, and Gregg Turkington, aka Neil Hamburger). Meanwhile, beneath the surface, an acute sense of malaise begins to set in, causing Swanson's behavior to grow increasingly extreme and erratic. As the prospect of redemption looms just out of reach, the threat of reckoning grows increasingly probable.