Ray's life has taken a turn for the worse in the third season of the series. He is mourning the loss of his friend and business partner, Bruce, while trying to figure out how to care for his aging father. Meanwhile, Brittany, who has grown up into a young woman, has become more distant from Ray and is beginning to uncover the truth about who he really is. Things are going well for Gary and Dave, but since severing ties with their former boss and confidant Freddy, Ray is working freelance and feeling a sense of isolation. With his business booming, a new connection with criminal kingpin Rafael intensifies Ray's struggle. When sparks fly with his new colleague Zoe, an unexpected tragedy makes Ray question both his career trajectory and his ethics.