The Landrys are taking a weekend to clean up their family home in Chicago. Graham (Josh Radnor) really wants his life to be in a better place, especially since he reconnected with his college crush, Dana (Chandra Russell). Sue (Becky Ann Baker) is looking forward to the next chapter in her life when an incident at her retirement party makes her question things, including her marriage to complacent Roy (John Ashton). Then TV star Will (Rob Huebel) steps in. What begins as a well-intentioned family gathering spirals out of control.